Preparation method of alkenyl trifluoromethylthio compound

The method of constructing alkenyl trifluoromethylthio compounds in one step by irradiating N-(trifluoromethylthio)phthalimide and N-benzenesulfonylacrylamide with blue light solves the problems of harsh reaction conditions and limited substrate applicability in the existing technology, and realizes the efficient and diversified synthesis of trifluoromethylthio substituted olefin compounds.

CN120965536APending Publication Date: 2025-11-18HENAN UNIVERSITY OF TECHNOLOGY
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Patent Information

Application Number
CN202511103593.9
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-08-07
Publication Date
2025-11-18

AI Technical Summary

Technical Problem

Existing methods for constructing trifluoromethylthio-substituted olefin compounds suffer from problems such as high substrate preactivation requirements, harsh reaction conditions, stereoselective immobilization, and limited molecular skeletons, making it difficult to achieve the synthesis of novel and highly complex structures.

Method used

Using N-(trifluoromethylthio)phthalimide, N-benzenesulfonylacrylamide, Bu4NOP(O)(OBu)2 and 2,4,5,6-tetra(9-carbazolyl)-isophthalonitrile as raw materials, alkenyl trifluoromethylthio compounds were constructed in one step by photo-oxidation-reduction catalysis under nitrogen atmosphere and at room temperature by irradiation with blue light.

Benefits of technology

It has achieved highly regioselective construction of structurally diverse alkenyl trifluoromethylthio compounds under mild conditions, with high reaction efficiency, good atom economy, wide applicability, and product yields up to 99%.

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Abstract

The invention discloses a preparation method of an alkenyl trifluoromethylthio compound, and relates to the technical field of organic synthesis, N-(trifluoromethylthio) phthalimide and N-benzenesulfonyl acrylamide are used as raw materials, 2, 4, 5, 6-tetra (9-carbazolyl)-isophthalonitrile (4CzIPN) is used as a photocatalyst, Bu4NOP (O) (OBu) 2 is used as alkali, dimethyl sulfoxide is used as a solvent, and the alkenyl trifluoromethylthio compound is obtained by irradiating with blue light at room temperature in a nitrogen atmosphere. And reacting to obtain a series of trifluoromethylthio-containing olefin compounds with various structures. According to the invention, the construction of the trifluoromethylthio-substituted vinyl molecular skeleton can be realized in one step under the irradiation of blue light, the method has the advantages of mild reaction conditions, wide substrate application range, high regioselectivity and the like, and the highest yield of the obtained product is 99%.
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Description

TECHNICAL FIELD

[0001] The present application relates to the technical field of organic synthesis, in particular to a preparation method of an alkenyl trifluoromethylthio compound. BACKGROUND

[0002] The trifluoromethylthio (SCF3) group has high lipophilicity (p R = +1.44), strong electron-withdrawing effect and metabolic stability, and thus is highly concerned in the fields of pesticides, pharmaceuticals and material science. The introduction of the SCF3 group into biologically active compounds has become a key strategy to significantly improve the physical, chemical and physiological properties of lead compounds (J. Med. Chem., 2018, 61, 5822). Olefins are one of the most advantageous building blocks in organic synthesis, and are favored due to their ability to introduce diverse functional groups in the π-C=C bond system.

[0003] The Mizoroki-Heck reaction is an important strategy for constructing aryl-substituted olefins (Chem. Rev., 2000, 100, 3009). For the synthesis of alkenyl trifluoromethylthio compounds, under transition metal catalysis and photo-oxidation-reduction catalysis conditions, by using pre-activated vinyl substrates (halogenated olefins, pseudohalides, thiocyanates, boronic acids, etc.) and terminal olefins, this strategy also shows excellent applicability (Angew. Chem. Int. Ed., 2013, 52, 3457; Angew. Chem. Int. Ed., 2014, 53, 1650; Chem. Sci., 2016, 7, 1076; Chem. Eur. J., 2016, 22, 4395; Org. Lett., 2020, 22, 2026; Angew. Chem. Int. Ed., 2022, 61, e202115687).

[0004] However, the existing methods are limited by the need for substrate pre-activation, harsh reaction conditions, stereoselective fixation, and single molecular skeleton, which seriously restricts their application. In addition, it is rarely reported to construct trifluoromethylthio-substituted olefin compounds under photo-induced conditions using diverse N-benzenesulfonyl acrylamides as raw materials. Therefore, the development of a new synthetic method for constructing novel and highly complex trifluoromethylthio-substituted ethenyl molecular skeletons continues to attract attention in the synthetic chemistry community and has important research value. SUMMARY

[0005] In order to solve the problems in the prior art, the present application provides a preparation method of an alkenyl trifluoromethylthio compound.

[0006] In order to achieve the above-mentioned purpose, the specific scheme adopted by the present application is as follows: a preparation method of an alkenyl trifluoromethylthio compound, the compound having the following structure:

[0007]

[0008] wherein R 1 represents an alkyl group or an aryl group; R 2 represents an alkyl group or an aryl group; R 3 represents a methyl group or a phenyl group, is prepared by dissolving N- (trifluoromethylthio)phthalimide, N-phenylsulfonyl acrylamide, Bu4NOP(O)(OBu)2 and 2,4,5,6-tetra(9-carbazolyl)-1,3-benzenedicarbonitrile in an organic solvent, irradiating with blue light at room temperature under a nitrogen atmosphere, and reacting to obtain the alkenyl trifluoromethylthio compound.

[0009] As further optimization of the above technical solutions, the alkenyl trifluoromethylsulfinyl compound is: 2-methyl-N-phenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, 2-methyl-N-phenyl-N-(phenylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N-((4-tert-butylphenyl)sulfonyl)-2-methyl-N-phenyl-3-(trifluoromethylsulfinyl)acrylamide, N-((4-methoxyphenyl)sulfonyl)-2-methyl-N-phenyl-3-(trifluoromethylsulfinyl)acrylamide, N-((4-fluorophenyl)sulfonyl)-2-methyl-N-phenyl-3-(trifluoromethylsulfinyl)acrylamide, N-((4-chlorophenyl)sulfonyl)-2-methyl-N-phenyl-3-(trifluoromethylsulfinyl)acrylamide, N-((4-bromophenyl)sulfonyl)-2-methyl-N-phenyl-3-(trifluoromethylsulfinyl)acrylamide, N-((4-iodophenyl)sulfonyl)-2-methyl-N-phenyl-3-(trifluoromethylsulfinyl)acrylamide, N-((3,5-dichlorophenyl)sulfonyl)-2-methyl-N-phenyl-3-(trifluoromethylsulfinyl)acrylamide, 2-methyl-N-(p-tolyl)-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N-(4-ethylphenyl)-2-methyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N-(4-tert-butylphenyl)-2-methyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N-(4-methoxyphenyl)-2-methyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N-(4-chlorophenyl)-2-methyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N-(4-bromophenyl)-2-methyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N-phenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N,2-diphenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N,2-diphenyl-N-(phenylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N-isopropyl-2-phenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N-methyl-2-phenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N-ethyl-2-phenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N-butyl-2-phenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, N-(1-(2,6-dimethylphenoxy)propan-2-yl)-2-phenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, or 2-methyl-N-(methylsulfonyl)-N-phenyl-3-(trifluoromethylsulfinyl)acrylamide.

[0010] As a further optimization of the above technical solution, the N-phenylsulfonyl acrylamide is any one of N-phenyl-N-p-toluenesulfonylmethyl acrylamide, N-phenyl-N-(phenylsulfonyl)methyl acrylamide, N-((4-tert-butylphenyl)sulfonyl)-N-phenylmethyl acrylamide, N-((4-methoxyphenyl)sulfonyl)-N-phenylmethyl acrylamide, N-((4-fluorophenyl)sulfonyl)-N-phenylmethyl acrylamide, N-((4-chlorophenyl)sulfonyl)-N-phenylmethyl acrylamide, N-((4-bromophenyl)sulfonyl)-N-phenylmethyl acrylamide, N-((4-iodophenyl)sulfonyl)-N-phenylmethyl acrylamide, N-((3,5-dichlorophenyl)sulfonyl)-N-phenylmethyl acrylamide, N-(p-tolyl)-N-p-toluenesulfonylmethyl acrylamide, N-(4-ethylphenyl)-N-p-toluenesulfonylmethyl acrylamide, N-(4-tert-butylphenyl)-N-p-toluenesulfonylmethyl acrylamide, N-(4-methoxyphenyl)-N-p-toluenesulfonylmethyl acrylamide, N-(4-chlorophenyl)-N-p-toluenesulfonylmethyl acrylamide, N-(4-bromophenyl)-N-p-toluenesulfonylmethyl acrylamide, N-phenyl-N-p-toluenesulfonylacrylamide, N,2-diphenyl-N-p-toluenesulfonylacrylamide, N,2-diphenyl-N-(phenylsulfonyl)acrylamide, N-isopropyl-2-phenyl-N-p-toluenesulfonylacrylamide, N-methyl-2-phenyl-N-p-toluenesulfonylacrylamide, N-ethyl-2-phenyl-N-p-toluenesulfonylacrylamide, N-butyl-2-phenyl-N-p-toluenesulfonylacrylamide, N-(1-(2,6-dimethylphenoxy)propan-2-yl)-2-phenyl-N-p-toluenesulfonylacrylamide, and N-(methylsulfonyl)-N-phenylmethyl acrylamide.

[0011] As a further optimization of the above technical solution, the mass ratio of the N-phenylsulfonyl acrylamide to the N-(trifluoromethylthio)phthalimide is 1:1.5.

[0012] As a further optimization of the above technical solution, the mass ratio of the N-phenylsulfonyl acrylamide to the Bu4NOP(O)(OBu)2 is 4:1.

[0013] As a further optimization of the above technical solution, the amount of the 2,4,5,6-tetra(9-carbazolyl)-1,3-benzenedicarbonitrile is 2% of the mass of the N-phenylsulfonyl acrylamide.

[0014] As a further optimization of the above technical solution, the reaction conditions are: reaction under blue light at room temperature for 35-37 hours, the power of the blue light source is 10 W, and the stirring speed is 800-900 rpm.

[0015] As a further optimization of the above technical solution, after irradiation with blue light at room temperature, the reaction solution is sequentially quenched, extracted, dried and purified to obtain the alkenyl trifluoromethylthio compound.

[0016] As a further optimization of the above technical solution, the organic solvent is dimethyl sulfoxide.

[0017] Compared with the prior art, the present application has the following beneficial effects:

[0018] The preparation method of the present application constructs a series of alkenyl trifluoromethylthio compounds with diverse structures in one step with high regioselectivity and wide substrate applicability through photo-oxidation and reduction catalysis under mild conditions without the participation of transition metals / oxidants and simple operation. DETAILED DESCRIPTION

[0019] The technical solutions of the present application will be further described in detail below in combination with specific embodiments, and the parts not described and disclosed in the following embodiments of the present application should be understood as the prior art known or should be known by those skilled in the art.

[0020] The present application discloses a preparation method of an alkenyl trifluoromethylthio compound, which uses N-(trifluoromethylthio) phthalimide and N-phenylsulfonyl acrylamide as raw materials, 2,4,5,6-tetrakis(9-carbazolyl)-1,3-dicyanobenzene (4CzIPN) as a photocatalyst, Bu4NOP(O)(OBu)2 as a base, dimethyl sulfoxide as a solvent, and irradiates with blue light at room temperature under a nitrogen atmosphere to obtain a series of alkenyl compounds containing trifluoromethylthio groups.

[0021] The specific reaction steps of the preparation method are as follows: N-phenylsulfonyl acrylamide, N-(trifluoromethylthio) phthalimide, photocatalyst 4CzIPN and Bu4NOP(O)(OBu)2 are added to a reaction tube, sealed with a plug, replaced with nitrogen (three times), 2 milliliters of dimethyl sulfoxide solvent are added to the reaction bottle under a nitrogen atmosphere, the plug is tightened, and then it is irradiated under a 10W blue LED lamp at room temperature. After the reaction is completed (detected by thin layer chromatography), the reaction mixture is quenched with 2 milliliters of water, and extracted with ethyl acetate (EtOAc) three times, 10 milliliters each time. The extract is dried with anhydrous magnesium sulfate and filtered, and then the organic solvent is removed under reduced pressure. The residue is purified by silica gel column chromatography to obtain the desired alkenyl trifluoromethylthio compound.

[0022] The structure of the photocatalyst 4CzIPN (CAS: 1416881-52-1) described in the present application is as follows:

[0023]

[0024] The synthetic route described in the present application is as follows:

[0025]

[0026] The N-phenylsulfonyl acrylamide raw material is as follows:

[0027] Example 1

[0028] N-phenyl-N-p-toluenesulfonylmethyl acrylamide (0.2 mmol), N-(trifluoromethylthio) phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(O)(OBu)2 (0.05 mmol) are added to a reaction tube, sealed with a plug, replaced with nitrogen (three times) through a double-tube, 2 milliliters of dimethyl sulfoxide solvent are added to the reaction bottle under a nitrogen atmosphere, the plug is tightened, and then it is irradiated under a 10W blue LED lamp at room temperature for 36 hours. After the reaction is completed (detected by thin layer chromatography), the reaction mixture is quenched with 2 milliliters of water, and extracted with ethyl acetate (30 mL). The extract is dried with anhydrous magnesium sulfate and filtered, and then the organic solvent is removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 40:1) is used to separate and purify the product 2-methyl-N-phenyl-N-(p-toluenesulfonyl)-3-(trifluoromethylthio) acrylamide (71.0 mg, yield 86%). The structural formula is as follows:

[0029]

[0030] The spectral data are as follows:

[0031] 1 H NMR (400 MHz, CDC13) δ 7.76 - 7.73 (m, 2H), 7.44 - 7.37 (m, 3H), 7.30 (d, J = 8.3 Hz, 2H), 7.14 - 7.10 (m, 2H), 6.83 (q, J = 1.2 Hz, 1H), 2.44 (s, 3H), 1.57 (d, J = 1.2 Hz, 3H). 13 C NMR (101 MHz, CDC13) δ 168.10, 145.09, 136.71, 134.82, 133.47, 129.81, 129.57, 129.52, 129.43, 129.34, 128.5 (q, J = 306.6 Hz), 127.71 (q, J = 3.5 Hz), 21.73, 15.52. 19 F NMR (376 MHz, CDC13) δ -41.4. IR (ATR): 3063, 2919, 1700, 1590, 1489, 1446, 1368, 1325, 1224, 1168, 1100, 956, 818, 756, 703, 561 cm -1 HRMS (ESI): m / z Calcd for C 18 H 17 F3NO3S2 + [M+H] + : 416.0596, found 416.0591.

[0032] Example 2

[0033] N-phenyl-N-(phenylsulfonyl)methyl acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to the reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethyl sulfoxide solvent was added to the reaction bottle under a nitrogen atmosphere, the cap was tightened, and then placed in a 10W blue LED lamp for irradiation at room temperature for 36 hours. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 20:1) was used to separate and purify the product 2-methyl-N-phenyl-N-(phenylsulfonyl)-3-(trifluoromethylthio)acrylamide (68.3 mg, yield 85%). The structural formula is as follows:

[0034]

[0035] Spectral data are as follows:

[0036] 1 H NMR (400 MHz, CDC13) δ 7.87 (dt, J = 7.4, 1.4 Hz, 2H), 7.69 - 7.60 (m, 1H), 7.51 (t, J = 7.9 Hz, 2H), 7.44 - 7.39 (m, 3H), 7.16 - 7.09 (m, 2H), 6.85 (d, J = 1.2 Hz, 1H), 1.58 (d, J = 1.1 Hz, 3H). 13 C NMR (101 MHz, CDC13) δ 168.1, 137.8, 136.6, 134.0, 133.2 129.8, 129.6, 129.6, 129.4, 128.7, 128.5 (q, J = 306.2 Hz), 128.1 (q, J = 3.2 Hz), 15.5. 19 F NMR (376 MHz, CDC13) δ -41.4. IR (ATR): 3055, 2919, 2851, 1702, 1592, 1485, 1446, 1368, 1321, 1220, 1168, 1098, 954, 828, 690, 575 cm -1 HRMS (ESI): m / z Calcd for C 17 H 15 F3NO3S2 + [M+H] + : 402.0440, found 402.0434.

[0037] Example 3

[0038] N-((4-tert-butylphenyl)sulfonyl)-N-phenylmethacrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(O)(OBu)2(0.05 mmol) were added to a reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethyl sulfoxide solvent was added to the reaction bottle under nitrogen atmosphere, the cap was tightened, and then it was placed under a 10W blue LED lamp for irradiation at room temperature for 36 hours. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 40:1) was used to separate and purify the product to obtain N-((4-tert-butylphenyl)sulfonyl)-2-methyl-N-phenyl-3-(trifluoromethylthio)acrylamide (46.6 mg, yield 51%). The structural formula is as follows:

[0039]

[0040] The spectral data are as follows:

[0041] 1 H NMR (400 MHz, CDCl3) δ 7.83-7.75 (m, 2H), 7.57-7.47 (m, 2H), 7.42 (dd, J = 5.1, 2.0 Hz, 3H), 7.17-7.13 (m, 2H), 6.83 (q, J = 1.1 Hz, 1H), 1.58 (d, J = 1.2 Hz, 3H), 1.34 (s, 9H). 13 C NMR (101 MHz, CDCl3) δ 168.1, 157.9, 136.7, 134.8, 133.5, 129.9, 129.6, 129.5, 129.3, 128.5 (q, J = 306.6 Hz), 127.6 (q, J = 3.6 Hz), 125.8, 35.3, 31.1, 15.6. 19 F NMR (376 MHz, CDCl3) δ -41.4. IR (ATR): 3081, 2966, 2902, 1687, 1599, 1473, 1403, 1362, 1319, 1234, 1168, 1094, 952, 830, 748, 703 cm -1 HRMS (ESI): m / z Calcd for C 21 H 23 F3NO3S2 + [M+H] +:458.1066, found 4581060.

[0042] Example 4

[0043] N-((4-methoxyphenyl)sulfonyl)-N-phenylmethacrylamide (0.2 mmol), N- (trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to a reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethyl sulfoxide solvent was added to the reaction bottle under nitrogen atmosphere, the stopcock was tightened, and then placed in a 10W blue LED lamp for irradiation at room temperature for 36 hours. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 15:1) was used to separate and purify the product N-((4-methoxyphenyl)sulfonyl)-2-methyl-N-phenyl-3- (trifluoromethylthio)acrylamide (36.5 mg, yield 42%). The structural formula is as follows:

[0044]

[0045] The spectral data are as follows:

[0046] 1 H NMR (500 MHz, CDC13) δ 7.83 - 7.78 (m, 2H), 7.43 - 7.38 (m, 3H), 7.14 - 7.09 (m, 2H), 7.00 - 6.91 (m, 2H), 6.84 - 6.80 (m, 1H), 3.88 (d, J = 1.1 Hz, 3H), 1.57 (s, 3H). 13 C NMR (126 MHz, CDC13) δ 168.2 163.9, 136.8, 135.3, 133.6, 131.8, 129.8, 129.6, 129.5, 128.6 (q, J = 309.0 Hz), 127.6 (q, J = 3.5 Hz), 113.9, 55.7, 15.6. 19 F NMR (471 MHz, CDC13) δ -41.4. IR (ATR): 3061, 2966, 2929, 2857, 1696, 1597, 1498, 1448, 1366, 1319, 1269, 1220, 1100, 1032, 837, 690 cm -1 HRMS (ESI): m / z Calcd for C 18 H17 F3NO4S2 + [M+H] + :432.0546, found 432.0540.

[0047] Example 5

[0048] N-((4-Fluorophenyl)sulfonyl)-N-phenylmethacrylamide (0.2 mmol), N- (trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(O)(OBu)2(0.05 mmol) were added to a reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethylsulfoxide solvent was added to the reaction bottle under nitrogen atmosphere, the cap was tightened, and then placed in a 10W blue LED light for irradiation at room temperature for 36 hours. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 20:1) was used to separate and purify the product N-((4- fluorophenyl)sulfonyl)-2-methyl-N-phenyl-3-(trifluoromethylthio)acrylamide (82.6 mg, yield 99%). The structural formula is as follows:

[0049]

[0050] The spectral data are as follows:

[0051] 1 H NMR (400 MHz, CDC13) δ 7.89 (dd, J = 8.9, 5.1 Hz, 2H), 7.45 - 7.38 (m, 3H), 7.20 - 7.15 (m, 2H), 7.11 (dd, J = 7.6, 2.0 Hz, 2H), 6.88 (d, J = 1.2 Hz, 1H), 1.58 (d, J = 1.1 Hz, 3H). 13 C NMR (101 MHz, CDC13) δ 168.1, 165.9 (d, J = 257.0 Hz), 136.6, 133.6 (d, J = 3.3 Hz), 132.5 (q, J = 211.7 Hz), 132.4 (d, J = 9.7 Hz), 129.7, 129.7, 129.5, 128.5 (q, J = 306.6 Hz), 128.5 (q, J = 3.7 Hz), 116.0 (d, J = 22.7 Hz), 15.4. 19F NMR (376 MHz, CDC13) δ -41.4, -102.8. IR (ATR): 3059, 2913, 2857, 1702, 1595, 1492, 1442, 1370, 1226, 1158, 1092, 944, 882, 835, 705, 544 cm -1 HRMS (ESI): m / z Calcd for C 17 H 13 F4NNaO3S2 + [M+Na] + : 442.0165, found 442.0174.

[0052] Example 6

[0053] N-((4-chlorophenyl)sulfonyl)-N-phenylmethyIacrylamide (0.2 mmol), N- (trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to a reaction tube, which was sealed with a cap and purged with nitrogen (three times) through a double-tube. The reaction tube was then filled with 2 mL of dimethylsulfoxide solvent, the cap was tightened, and the reaction tube was then placed under a 10 W blue LED lamp for irradiation at room temperature for 36 h. After the reaction was completed (determined by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 30: 1) was used to separate and purify the product, N-((4-chlorophenyl)sulfonyl)-2-methyl-N-phenyl-3- (trifluoromethylthio)acrylamide (85.7 mg, yield 84%). The structural formula is as follows:

[0054]

[0055] The spectral data are as follows:

[0056] 1 H NMR (400 MHz, CDC13) δ 7.83 - 7.76 (m, 2H), 7.48 - 7.46 (m, 2H), 7.43 - 7.40 (m, 3H), 7.14 - 7.08 (m, 2H), 6.88 (d, J = 1.3 Hz, 1H), 1.57 (d, J = 1.2 Hz, 3H). 13C NMR (101 MHz, CDC13) δ 168.1, 140.7, 136.5, 136.1, 132.9, 130.9, 129.8, 129.7, 129.6, 129.0, 128.7 (q, J = 3.5 Hz), 127.8 (q, J = 306.9 Hz), 15.4. 19 F NMR (376 MHz, CDC13) δ -41.4. IR (ATR): 3098, 2978, 2904, 1695, 1654, 1572, 1479, 1370, 1230, 1160, 1082, 944, 830, 752, 695, 569 cm -1 HRMS (ESI): m / z Calcd for C 17 H 14 ClF3NO3S2 + [M+H] + : 436.0050, found 436.0058.

[0057] Example 7

[0058] N-((4-bromophenyl)sulfonyl)-N-phenylmethyIacrylamide (0.2 mmol), N- (trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to a reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethylsulfoxide solvent was added to the reaction bottle under nitrogen atmosphere, the cap was tightened, and then placed in a 10W blue LED lamp for irradiation at room temperature for 36 hours. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 30:1) was used to separate and purify the product N-((4-bromophenyl)sulfonyl)-2-methyl-N-phenyl-3- (trifluoromethylthio)acrylamide (75.5 mg, yield 79%). The structural formula is as follows:

[0059]

[0060] Spectroscopic data are as follows:

[0061] 1H NMR (400 MHz, CDC13) δ 7.74 - 7.70 (m, 2H), 7.66 - 7.62 (m, 2H), 7.45 - 7.38 (m, 3H), 7.13 - 7.07 (m, 2H), 6.88 (d, J = 1.2 Hz, 1H), 1.57 (d, J = 1.1 Hz, 3H). 13 C NMR (101 MHz, CDC13) δ 168.1, 136.7, 136.5, 135.0, 132.0, 131.0, 129.8, 129.7, 129.7, 129.6, 128.8 (q, J = 3.6 Hz), 128.5 (q, J = 306.0 Hz), 15.4. 19 F NMR (376 MHz, CDC13) δ -41.4. IR (ATR): 3053, 2974, 2917, 1700, 1662, 1572, 1485, 1366, 1228, 1170, 1098, 952, 826, 746, 692, 579 cm -1 HRMS (ESI): m / z Calcd for C 17 H 13 BrF3NNaO3S2 + [M+Na] + : 501.9365, found 501.9371.

[0062] Example 8

[0063] N-((4-iodophenyl)sulfonyl)-N-phenylmethyIacrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added into the reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethylsulfoxide solvent was added into the reaction bottle, which was tightly capped, and then placed under a 10 W blue LED lamp for irradiation at room temperature for 36 h. After the reaction was completed (determined by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 20: 1) was used to separate and purify the product N-((4-iodophenyl)sulfonyl)-2-methyl-N-phenyl-3-(trifluoromethylthio)acrylamide (85.7 mg, yield 81%). The structural formula is as follows:

[0064]

[0065] Spectral data are as follows:

[0066] 1 H NMR (500 MHz, CDC13) δ 7.86 (dd, J = 8.7, 2.2 Hz, 2H), 7.60 - 7.52 (m, 2H), 7.42 (d, J = 7.1 Hz, 3H), 7.14 - 7.08 (m, 2H), 6.88 (d, J = 1.5 Hz, 1H), 1.57 (d, J = 1.2 Hz, 3H). 13 C NMR (126 MHz, CDC13) δ 168.1, 138.0, 137.4, 136.5, 132.8, 130.7, 129.8, 129.7, 129.6, 128.8 (q, J = 3.5 Hz), 128.5 (q, J = 308.9 Hz), 102.2, 15.5. 19 F NMR (471 MHz, CDC13) δ -41.4. IR (ATR): 3065, 2978, 2919, 1689, 1662, 1566, 1485, 1442, 1370, 1230, 1168, 1092, 944, 884, 826, 736, 692 cm -1 HRMS (ESI): m / z Calcd for C 17 H 14 F3INO3S2 + [M+H] + : 527.9406, found 527.9413.

[0067] Example 9

[0068] N-((3,5-dichlorophenyl)sulfonyl)-N-phenylmethacrylamide (0.2 mmol), N- (trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to the reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethyl sulfoxide solvent was added to the reaction bottle under a nitrogen atmosphere, the cap was tightened, and then it was placed under a 10 W blue LED lamp for irradiation at room temperature for 36 h. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 50:1) was used to separate and purify the product N-((3,5-dichlorophenyl)sulfonyl)-2-methyl-N-phenyl-3- (trifluoromethylthio)acrylamide (28.4 mg, yield 30%). The structural formula is as follows:

[0069]

[0070] Spectral data are as follows:

[0071] 1 H NMR (400 MHz, CDC13) δ 7.73 (d, J = 1.9 Hz, 2H), 7.61 (d, J = 2.0 Hz, 1H), 7.51 - 7.40 (m, 3H), 7.19 - 7.09 (m, 2H), 6.95 (s, 1H), 1.59 (s, 3H). 13 C NMR (101 MHz, CDC13) δ 167.9, 140.4, 136.2, 135.6, 133.9, 132.3, 130.0, 129.8, 129.7 (q, J = 3.6 Hz). 129.5, 128.4 (q, J = 307.1 Hz), 127.7, 15.4. 19 F NMR (376 MHz, CDC13) δ -41.4. IR (ATR): 3077, 2921, 2857, 1700, 1570, 1500, 1372, 1325, 1218, 1176, 1088, 946, 876, 812, 695, 664 cm -1 HRMS (ESI): m / z Calcd for C 17 H 13 Cl2F3NO3S2 + [M+H] + : 469.9661, found 469.9666.

[0072] Example 10

[0073] N-(p-Tolyl)-N-p-tolylsulfonylmethyl acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(O)(OBu)2(0.05 mmol) were added to a reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethyl sulfoxide solvent was added to the reaction bottle under nitrogen atmosphere, the cap was tightened, and then it was placed under a 10W blue LED lamp for irradiation at room temperature for 36 hours. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried with anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 30:1) was used to separate and purify the product to obtain 2-methyl-N-(p-tolyl)-N-(p-tolylsulfonyl)-3-(trifluoromethylthio) acrylamide (39.5 mg, yield 46%). The structural formula is as follows:

[0074]

[0075] The spectral data are as follows:

[0076] 1 H NMR (400 MHz, CDCl3) δ 7.79-7.72 (m, 2H), 7.29 (d, J = 8.0 Hz, 2H), 7.19 (d, J = 8.1 Hz, 2H), 7.03-6.96 (m, 2H), 6.82 (q, J = 1.2 Hz, 1H), 2.44 (s, 3H), 2.38 (s, 3H), 1.56 (d, J = 1.1 Hz, 3H). 13 C NMR (101 MHz, CDCl3) δ 168.2, 145.0, 139.9, 134.9, 133.9, 132.5, 130.2, 129.6, 129.4, 129.3, 129.2 (q, J = 307.3 Hz), 127.4 (q, J = 3.4 Hz), 21.7, 21.2, 15.6. 19 F NMR (376 MHz, CDCl3) δ -41.5. IR (ATR): 3044, 2948, 2859, 1691, 1601, 1508, 1370, 1321, 1226, 1172, 1102, 1020, 954, 810, 662, 573 cm -1 .HRMS (ESI): m / z Calcd for C 19 H 19 F3NO3S2 + [M+H] +:430.0753, found 430.0762.

[0077] Example 11

[0078] N-(4-ethylphenyl)-N-p-toluenesulfonylmethyl acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to a reaction tube, which was sealed with a cap and purged with nitrogen (three times) through a double-tube. The reaction tube was then filled with 2 mL of dimethyl sulfoxide solvent under a nitrogen atmosphere, the cap was tightened, and the reaction tube was then placed under a 10 W blue LED lamp for irradiation at room temperature for 36 h. After the reaction was completed (determined by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 20:1) was used to separate and purify the product, N-(4-ethylphenyl)-2-methyl-N-(p-toluenesulfonyl)-3- (trifluoromethylthio)acrylamide (46.4 mg, yield 52%). The structural formula is as follows:

[0079]

[0080] The spectral data are as follows:

[0081] 1 H NMR (400 MHz, CDC13) δ 7.76 (d, J = 8.4 Hz, 2H), 7.30 (d, J = 8.2 Hz, 2H), 7.22 (d, J = 8.4 Hz, 2H), 7.04 - 7.00 (m, 2H), 6.80 (d, J = 1.3 Hz, 1H), 2.68 (q, J = 7.6 Hz, 2H), 2.44 (s, 3H), 1.57 (d, J = 1.1 Hz, 3H), 1.25 (t, J = 7.6 Hz, 3H). 13 C NMR (101 MHz, CDC13) δ 168.1, 146.1, 145.0, 135.0, 134.1, 129.6, 129.4, 129.3, 129.0, 128.6 (q, J = 306.4 Hz), 127.4 (q, J = 3.5 Hz), 28.5, 21.7, 15.6, 15.2. 19 F NMR (376 MHz, CDC13) δ -41.5. IR (ATR): 3049, 2962, 2867, 1689, 1597, 1510, 1452, 1364, 1325, 1224, 1172, 1106, 958, 880, 818, 664 cm-1 HRMS (ESI): m / z Calcd for C 20 H 21 F3NO3S2 + [M+H] + :444.0909,found 444.0917.

[0082] Example 12

[0083] N-(4-tert-Butylphenyl)-N-p-toluenesulfonylmethyl acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(O)(OBu)2(0.05 mmol) were added to a reaction tube, which was sealed with a cap and purged with nitrogen (three times) through a double-tube. The reaction tube was then filled with 2 mL of dimethyl sulfoxide solvent, the cap was tightened, and the reaction tube was then placed under a 10 W blue LED lamp for irradiation at room temperature for 36 h. After the reaction was completed (determined by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 30:1) was used to separate and purify the product N-(4-tert-butylphenyl)-2-methyl-N-(p-toluenesulfonyl)-3-(trifluoromethylthio)acrylamide (30.6 mg, yield 32%). The structural formula is as follows:

[0084]

[0085] The spectral data are as follows:

[0086] 1 H NMR (400 MHz, CDC13) δ 7.78 (d, J = 8.4 Hz, 2H), 7.43 - 7.37 (m, 2H), 7.31 (d, J = 8.2 Hz, 2H), 7.06 - 7.00 (m, 2H), 6.76 (d, J = 1.3 Hz, 1H), 2.44 (s, 3H), 1.58 (d, J = 1.1 Hz, 3H), 1.32 (s, 9H). 13 C NMR (101 MHz, CDC13) δ 167.9, 153.0, 145.0, 135.2, 133.9, 133.7, 129.4, 129.3, 129.2, 128.5 (q, J = 306.6 Hz), 127.4 (q, J = 3.7 Hz), 126.5, 34.8, 31.2, 21.7, 15.6. 19F NMR (376 MHz, CDC13) δ -41.5. IR (ATR): 3057, 2966, 2919, 2867, 1679, 1588, 1510, 1461, 1362, 1232, 1162, 1100, 954, 886, 812, 715 cm -1 HRMS (ESI): m / z Calcd for C 22 H 25 F3NO3S2 + [M+H] + : 472.1222, found 472.1227.

[0087] Example 13

[0088] N-(4-methoxyphenyl)-N-p-tolylsulfonylmethyl acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to the reaction tube, which was sealed with a cap and purged with nitrogen (three times) through a double-tube. The reaction bottle was charged with 2 mL of dimethyl sulfoxide solvent under a nitrogen atmosphere, the cap was tightened, and then placed in a 10 W blue LED lamp for irradiation at room temperature for 36 h. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 15:1) was used to separate and purify the product N-(4-methoxyphenyl)-2-methyl-N-(p-tolylsulfonyl)-3-(trifluoromethylthio)acrylamide (60.0 mg, yield 67%). The structural formula is as follows:

[0089]

[0090] The spectral data are as follows:

[0091] 1 H NMR (400 MHz, CDC13) δ 7.80 - 7.72 (m, 2H), 7.33 - 7.27 (m, 2H), 7.05 - 7.00 (m, 2H), 6.91 - 6.87 (m, 2H), 6.83 (q, J = 1.1 Hz, 1H), 3.83 (s, 3H), 2.44 (s, 3H), 1.57 (d, J = 1.2 Hz, 3H). 13CNMR (101 MHz, CDC13) δ 168.2, 160.3, 145.0, 134.8, 133.2, 131.1, 129.4, 129.3, 128.9, 128.6 (q, J = 306.6 Hz), 127.3 (q, J = 3.6 Hz), 114.7, 55.6, 21.7, 15.6. 19 F NMR (376 MHz, CDC13) δ -41.4. IR (ATR): 3063, 3003, 2935, 2855, 1700, 1601, 1506, 1446, 1362, 1226, 1174, 1101, 1020, 954, 882, 808 cm -1 HRMS (ESI): m / z Calcd for C 19 H 19 F3NO4S2 + [M+H] + : 446.0702, found 446.0700.

[0092] Example 14

[0093] N-(4-chlorophenyl)-N-p-tolylsulfonylmethyl acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to the reaction tube, which was sealed with a cap and purged with nitrogen gas (three times), 2 mL of dimethylsulfoxide solvent was added to the reaction bottle under nitrogen atmosphere, the cap was tightened, and then placed in a 10W blue LED light for irradiation at room temperature for 36 hours. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 20:1) was used to separate and purify the product N-(4-chlorophenyl)-2-methyl-N-(p-tolylsulfonyl)-3-(trifluoromethylthio)acrylamide (73.6 mg, yield 82%). The structural formula is as follows:

[0094]

[0095] Spectral data are as follows:

[0096] 1H NMR (500 MHz, CDC13) δ 7.74 - 7.72 (m, 2H), 7.39 - 7.36 (m, 2H), 7.30 (d, J = 8.3 Hz, 2H), 7.07 - 7.04 (m, 2H), 6.85 (q, J = 1.2 Hz, 1H), 2.44 (s, 3H), 1.58 (d, J = 1.2 Hz, 3H). 13 C NMR (126 MHz, CDC13) δ 167.9, 145.4, 135.8, 135.2, 134.5 133.2, 131.0, 129.8, 129.5, 129.4, 128.5 (q, J = 309.2 Hz), 128.3 (q, J = 3.6 Hz), 21.8, 15.6. 19 F NMR (471 MHz, CDC13) δ -41.4. IR (ATR): 3084, 2985, 2917, 1695, 1590, 1485, 1364, 1230, 1172, 1094, 952, 874, 808, 703, 655, 563 cm -1 HRMS (ESI): m / z Calcd for C 18 H 16 ClF3NO3S2 + [M+H] + : 450.0207, found 450.0216.

[0097] Example 15

[0098] N-(4-bromophenyl)-N-p-toluenesulfonylmethyl acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added into the reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethyl sulfoxide solvent was added into the reaction bottle, which was tightly capped, and then placed under a 10 W blue LED lamp for irradiation at room temperature for 36 h. After the reaction was completed (determined by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 20:1) was used to separate and purify the product N-(4-bromophenyl)-2-methyl-N-(p-toluenesulfonyl)-3-(trifluoromethylthio) acrylamide (84.2 mg, yield 85%). The structural formula is as follows:

[0099]

[0100] Spectral data are as follows:

[0101] 1 H NMR (400 MHz, CDC13) δ 7.73 (d, J = 8.4 Hz, 2H), 7.53 (d, J = 8.6 Hz, 2H), 7.32 - 7.28 (m, 2H), 7.01 - 6.97 (m, 2H), 6.85 (q, J = 1.1 Hz, 1H), 2.43 (s, 3H), 1.58 (d, J = 1.2 Hz, 3H). 13 CNMR (101 MHz, CDC13) δ 167.8, 145.4, 135.7, 134.5, 132.8, 131.9, 131.2, 129.5, 129.4, 128.6 (q, J = 307.0 Hz), 128.3 (q, J = 3.4 Hz), 121.6, 21.7, 15.6. 19 F NMR (376 MHz, CDC13) δ -41.4. IR (ATR): 3079, 2972, 2919, 1702, 1595, 1481, 1364, 1240, 1170, 1098, 944, 872, 810, 709, 662, 554 cm -1 HRMS (ESI): m / z Calcd for C 18 H 16 B r F3NO3S2 + [M+H] + : 493.9702, found 493.9709.

[0102] Example 16

[0103] N-phenyl-N-p-tolylsulfonyl acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to the reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethyl sulfoxide solvent was added to the reaction bottle under a nitrogen atmosphere, the cap was tightened, and then placed under a 10 W blue LED lamp for irradiation at room temperature for 36 h. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 15:1) was used to separate and purify the product N-phenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylthio)acrylamide (32.8 mg, yield 41%). The structural formula is as follows:

[0104]

[0105] Spectral data are as follows:

[0106] 1 H NMR (500 MHz, CDC13 ) δ 7.92 (d, J = 8.1 Hz, 2H), 7.57 - 7.45 (m, 3H), 7.36 (d, J = 8.1 Hz, 2H), 7.25 - 7.23 (m, 2H), 7.07 (d, J = 9.7 Hz, 1H), 5.79 (d, J = 9.7 Hz, 1H), 2.46 (s, 3H). 13 C NMR (126 MHz, CDC13 ) δ 165.1, 145.3, 138.8 (q, J = 4.2 Hz), 135.7, 135.6, 130.3, 130.2, 130.0, 129.6, 129.3, 129.1 (q, J = 311.9 Hz), 116.2, 21.8. 19 F NMR (471 MHz, CDC13 ) δ -45.8. IR (ATR): 3075, 2923, 2851, 1665, 1576, 1489, 1370, 1337, 1261, 1158, 1111, 1082, 890, 812, 740, 686 cm -1 HRMS (ESI): m / z Calcd for C 17 H 15 F3NO3S2 + [M+H] + : 402.0440, found 402.0446.

[0107] Example 17

[0108] N,2-Diphenyl-N-p-tolylsulfonyl acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(O)(OBu)2(0.05 mmol) were added to a reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethyl sulfoxide solvent was added to the reaction bottle under nitrogen atmosphere, the stopcock was tightened, and then placed in a 10W blue LED lamp for irradiation at room temperature for 36 hours. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 25:1) was used to separate and purify the product N,2-diphenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylthio) acrylamide (34.4 mg, yield 36%). The structural formula is as follows:

[0109]

[0110] The spectral data are as follows:

[0111] 1 H NMR (400 MHz, CDC13) δ 7.84 - 7.75 (m, 2H), 7.33 (d, J = 8.1 Hz, 2H), 7.29 (s, 1H), 7.27 - 7.22 (m, 2H), 7.19 - 7.15 (m, 2H), 7.12 (t, J = 7.8 Hz, 2H), 6.71 (td, J = 8.3, 1.3 Hz, 4H), 2.46 (s, 3H). 13 C NMR (101 MHz, CDC13) δ 167.2, 145.1, 137.3, 135.5, 135.2, 132.9, 130.3, 129.6 (q, J = 3.7 Hz), 129.4, 129.0, 128.8, 128.8 (q, J = 307.3 Hz), 128.7, 128.7, 127.7, 21.8. 19 F NMR (376 MHz, CDC13) δ -41.9. IR (ATR): 3055, 2981, 2919, 1688, 1587, 1490, 1367, 1218, 1169, 1107, 949, 910, 862, 817, 735, 689 cm -1 HRMS (ESI): m / z Calcd for C 23 H 19 F3NO3S2 + [M+H] +: 478.0753, found 478.0757.

[0112] Example 18

[0113] N,2-Diphenyl-N-(phenylsulfonyl)acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to the reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethyl sulfoxide solvent was added to the reaction bottle under nitrogen atmosphere, the stopcock was tightened, and then placed in a 10W blue LED lamp for irradiation at room temperature for 36 hours. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 25:1) was used to separate and purify the product N,2-diphenyl-N-(phenylsulfonyl)-3-(trifluoromethylthio)acrylamide (38.8 mg, yield 42%). The structural formula is as follows:

[0114]

[0115] The spectral data are as follows:

[0116] 1 H NMR (400 MHz, CDC13) δ 7.94 - 7.87 (m, 2H), 7.70 - 7.61 (m, 1H), 7.53 (t, J = 7.9 Hz, 2H), 7.29 (s, 1H), 7.26 - 7.21 (m, 2H), 7.13 (dt, J = 19.8, 7.8 Hz, 4H), 6.70 (td, J = 8.0, 1.2 Hz, 4H). 13 CNMR (101 MHz, CDC13) δ 167.2, 138.1, 137.1, 135.4, 134.0, 132.8, 130.2, 129.8 (q, J = 3.4 Hz), 129.4, 129.1, 128.9, 128.8, 128.8 (q, J = 307.3 Hz), 128.7, 127.7. 19 F NMR (376 MHz, CDC13) δ -41.9. IR (ATR): 3059, 2974, 2906, 1685, 1586, 1489, 1446, 1368, 1216, 1170, 1106, 1010, 946, 861, 736, 686 cm -1 HRMS (ESI): m / z Calcd for C22 H 17 F3NO3S2 + [M+H] + : 464.0596, found 464.0605.

[0117] Example 19

[0118] N-isopropyl-2-phenyl-N-p-tolylsulfonyl acrylamide (0.2 mmol), N- (trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(O)(OBu)2(0.05 mmol) were added to a reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethylsulfoxide solvent was added to the reaction bottle under nitrogen atmosphere, the cap was tightened, and then placed in a 10W blue LED light for irradiation at room temperature for 36 hours. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 30:1) was used to separate and purify the product N-isopropyl-2-phenyl-N-(p-tolylsulfonyl)-3- (trifluoromethylthio) acrylamide (42.9 mg, yield 48%). The structural formula is as follows:

[0119]

[0120] The spectral data are as follows:

[0121] 1 H NMR (400 MHz, CDC13) δ 7.67 (d, J = 8.1 Hz, 2H), 7.40 (dd, J = 5.1, 1.8 Hz, 3H), 7.30 (d, J = 8.1 Hz, 2H), 7.24 (dd, J = 6.7, 2.9 Hz, 2H), 6.75 (s, 1H), 4.19 (p, J = 6.7 Hz, 1H), 2.44 (s, 3H), 1.34 (d, J = 6.9 Hz, 6H). 13 C NMR (101 MHz, CDC13) δ 168.3, 144.9, 139.5, 136.3, 133.0, 129.6, 129.4, 128.9, 128.9 (q, J = 307.3 Hz), 128.3, 122.4 (q, J = 3.6 Hz), 54.5, 21.7, 20.9. 19F NMR (376 MHz, CDC13) δ -42.1. IR (ATR): 3051, 2981, 2925, 1677, 1595, 1492, 1450, 1354, 1251, 1160, 1106, 970, 822, 752, 705, 666 cm -1 HRMS (ESI): m / z Calcd for C 20 H 21 F3NO3S2 + [M+H] + : 444.0909, found 444.0906.

[0122] Example 20

[0123] N-methyl-2-phenyl-N-p-tolylsulfonyl acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to the reaction tube, which was sealed with a cap and purged with nitrogen (three times) through a double-tube. The reaction bottle was charged with 2 mL of dimethyl sulfoxide solvent under a nitrogen atmosphere, the cap was tightened, and then placed in a 10 W blue LED lamp for irradiation at room temperature for 36 h. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 15:1) was used to separate and purify the product N-methyl-2-phenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylthio)acrylamide (38.6 mg, yield 46%). The structural formula is as follows:

[0124]

[0125] The spectral data are as follows:

[0126] 1 H NMR (500 MHz, CDC13) δ 7.75 - 7.70 (m, 2H), 7.43 - 7.40 (m, 3H), 7.32 (d, J = 8.1 Hz, 2H), 7.27 (dd, J = 7.5, 2.2 Hz, 2H), 6.92 (s, 1H), 3.07 (s, 3H), 2.44 (s, 3H). 13C NMR (126 MHz, CDCI3) δ 168.0, 145.3, 137.7, 135.1, 132.8, 129.7, 129.5, 129.1, 128.9 (q, J = 309.3 Hz), 128.3, 128.1, 124.1 (q, J = 3.8 Hz), 34.4, 21.7. 19 F NMR (471 MHz, CDCI3) δ -42.1. IR (ATR): 3059, 2946, 2851, 1681, 1597, 1446, 1366, 1269, 1172, 1137, 1098, 950, 808, 760, 697, 672 cm -1 .HRMS (ESI): m / z Calcd for C 18 H 17 F3NO3S2 + [M+H] + : 416.0596, found 416.0605.

[0127] Example 21

[0128] N-ethyl-2-phenyl-N-p-tolylsulfonyl acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to the reaction tube, which was sealed with a cap and purged with nitrogen gas (three times) and 2 mL of dimethylsulfoxide solvent was added to the reaction bottle under nitrogen atmosphere, the cap was tightened, and then placed in a 10W blue LED light for irradiation at room temperature for 36 hours. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 20:1 ) was used to separate and purify the product N-ethyl-2-phenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylthio)acrylamide (36.9 mg, yield 43%). The structural formula is as follows:

[0129]

[0130] Spectral data are as follows:

[0131] 1H NMR (400 MHz, CDC13) δ 7.74 - 7.70 (m, 2H), 7.44 - 7.36 (m, 3H), 7.31 (d, J = 8.0 Hz, 2H), 7.26 - 7.23 (m, 2H), 6.77 (s, 1H), 3.70 (q, J = 7.0 Hz, 2H), 2.44 (s, 3H), 1.11 (t, J = 7.0 Hz, 3H). 13 C NMR (101 MHz, CDC13) δ 167.8, 145.1, 138.4, 135.9, 132.8, 129.6, 129.5, 129.0, 128.9 (q, J = 307.3 Hz), 128.3, 128.0, 122.2 (q, J = 3.8 Hz), 43.0, 21.7, 14.9. 19 F NMR (376 MHz, CDC13) δ -42.1. IR (ATR): 3053, 2974, 2935, 1677, 1590, 1489, 1450, 1358, 1240, 1162, 1104, 940, 847, 777, 701, 666 cm -1 HRMS (ESI): m / z Calcd for C 19 H 18 F3NNaO3S2 + [M+Na] + : 452.0572., found 452.0581.

[0132] Example 22

[0133] N-butyl-2-phenyl-N-p-toluenesulfonyl acrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to the reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethyl sulfoxide solvent was added to the reaction bottle under a nitrogen atmosphere, the cap was tightened, and then placed under a 10 W blue LED lamp for irradiation at room temperature for 36 h. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 30:1) was used to separate and purify the product N-butyl-2-phenyl-N-(p-toluenesulfonyl)-3-(trifluoromethylthio) acrylamide (40.5 mg, yield 44%). The structural formula is as follows:

[0134]

[0135] Spectral data are as follows:

[0136] 1 H NMR (400 MHz, CDC13) δ 7.77 - 7.70 (m, 2H), 7.43 - 7.37 (m, 3H), 7.31 (d, J = 8.1 Hz, 2H), 7.24 - 7.20 (m, 2H), 6.80 (s, 1H), 3.63 - 3.53 (m, 2H), 2.44 (s, 3H), 1.48 (p, J = 7.6 Hz, 2H), 1.21 (h, J = 7.5 Hz, 2H), 0.84 (t, J = 7.3 Hz, 3H). 13 C NMR (101 MHz, CDC13) δ 168.0, 145.1, 138.4, 135.8, 132.8, 129.6, 129.5, 129.0, 128.9 (q, J = 307.3 Hz), 128.4, 127.9, 122.6 (q, J = 3.7 Hz), 47.5, 31.7, 21.7, 20.0, 13.5. 19 F NMR (376 MHz, CDC13) δ -42.1. IR (ATR): 3053, 2946, 2865, 1679, 1603, 1489, 1452, 1358, 1255, 1162, 1096, 985, 925, 818, 707, 660 cm -1 HRMS (ESI): m / z Calcd for C 21 H 23 F3NO3S2 + [M+H] + : 458.1066, found 458.1072.

[0137] Example 23

[0138] N-(1-(2,6-dimethylphenoxy)propan-2-yl)-2-phenyl-N-p-tolylsulfonylpropenamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to a reaction tube, sealed with a cap, purged with nitrogen (three times), 2 mL of dimethylsulfoxide solvent was added to the reaction bottle under nitrogen atmosphere, the cap was tightened, then placed under a 10W blue LED lamp for irradiation at room temperature for 36 hours. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried with anhydrous magnesium sulfate and filtered, then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 30:1) was used to separate and purify the product N-(1-(2,6-dimethylphenoxy)propan-2-yl)-2-phenyl-N-(p-tolylsulfonyl)-3-(trifluoromethylthio)propenamide (76.6 mg, yield 68%). The structural formula is as follows:

[0139]

[0140] The spectral data are as follows:

[0141] 1 H NMR (500 MHz, CDC13) δ 7.94 - 7.75 (m, 2H), 7.67 - 7.49 (m, 1H), 7.45 - 7.35 (m, 4H), 7.34 - 7.21 (m, 2H), 7.00 (d, J = 7.4 Hz, 2H), 6.93 (dd, J = 8.3, 6.5 Hz, 1H), 6.66 (d, J = 5.9 Hz, 1H), 4.68 - 4.57 (m, 1H), 4.26 (ddd, J = 9.5, 7.4, 5.3 Hz, 1H), 3.88 (dd, J = 9.4, 6.6 Hz, 1H), 2.41 (d, J = 19.9 Hz, 3H), 2.19 (s, 6H), 1.53 (dd, J = 6.8, 2.7 Hz, 3H). 13 C NMR (126 MHz, CDC13) δ 168.5, 155.0, 145.1, 139.5 (d, J = 21.3 Hz), 139.0, 136.4, 133.1, 130.7, 129.8, 129.0, 128.8, 128.8 (q, J = 309.2 Hz), 128.3, 128.1, 124.2, 122.5 (q, J = 3.8 Hz), 72.4, 57.7, 21.6, 16.8, 16.2. 19F NMR (471 MHz, CDC13) δ -42.2. IR (ATR): 3057, 2943, 2861, 1683, 1590, 1459, 1360, 1251, 1168, 1106, 1028, 977, 909, 822, 765, 664 cm -1 HRMS (ESI): m / z Calcd for C 28 H 28 F3NNaO4S2 + [M+Na] + : 586.1304, found 586.1303.

[0142] Example 24

[0143] N-(methylsulfonyl)-N-phenylmethyIacrylamide (0.2 mmol), N-(trifluoromethylthio)phthalimide (0.3 mmol), 4CzIPN (2 mol%) and Bu4NOP(0)(OBu)2(0.05 mmol) were added to a reaction tube, which was sealed with a cap, purged with nitrogen (three times), and then 2 mL of dimethylsulfoxide solvent was added to the reaction bottle under nitrogen atmosphere, the cap was tightened, and then placed under a 10 W blue LED lamp for irradiation at room temperature for 36 h. After the reaction was completed (detected by thin layer chromatography), the reaction mixture was quenched with 2 mL of water and extracted with ethyl acetate (30 mL). The extract was dried over anhydrous magnesium sulfate and filtered, and then the organic solvent was removed under reduced pressure. Column chromatography (200-300 mesh silica gel, petroleum ether and ethyl acetate in a volume ratio of 5:1) was used to separate and purify the product 2-methyl-N-(methylsulfonyl)-N-phenyl-3- (trifluoromethylthio)acrylamide (35.2 mg, yield 52%). The structural formula is as follows:

[0144]

[0145] The spectral data are as follows:

[0146] 1 H NMR (500 MHz, CDC13) δ 7.47 - 7.38 (m, 3H), 7.26 - 7.22 (m, 2H), 6.95 (d, J = 1.3 Hz, 1H), 3.33 (s, 3H), 1.65 (d, J = 1.1 Hz, 3H). 13 C NMR (126 MHz, CDC13) δ 169.2, 136.3, 132.7, 129.9, 129.8, 129.2, 129.1 (q, J = 3.6 Hz), 128.5 (q, J = 309.4 Hz), 40.2, 15.5. 19F NMR (471 MHz, CDC13) δ -41.4. IR (ATR): 3071, 2921, 2851, 1739, 1677, 1592, 1492, 1354, 1236, 1162, 1092, 966, 830, 750, 701, 536 cm -1 HRMS (ESI): m / z Calcd for C 12 H 13 F3N2O3S2 + [M+H] + : 340.0283, found 340.0287.

[0147] The foregoing description of the disclosed embodiments enables a person skilled in the art to make or use the application. Numerous modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein can be applied to other embodiments without departing from the spirit or scope of the application. Therefore, the present application is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.

Claims

1. A process for the preparation of an alkenyl trifluoromethylsulfenyl compound, characterized in that: The compound has the following structure: wherein R 1 represents an alkyl group or an aryl group; R 2 represents an alkyl group or an aryl group; R 3 represents a methyl group or a phenyl group, is prepared by dissolving N- (trifluoromethylthio) phthalimide, N-phenylsulfonyl acrylamide, Bu4NOP(O)(OBu)2 and 2,4,5,6-tetra(9-carbazolyl)-1,3-benzenedicarbonitrile in an organic solvent, irradiating with blue light at room temperature under a nitrogen atmosphere, and reacting to obtain the alkenyl trifluoromethylthio compound.

2. The production method according to claim 1, characterized by, The alkenyl trifluoromethylsulfinyl compound is 2-methyl-N-phenyl-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, 2-methyl-N-phenyl-N-(phenylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N-((4-tert-butylphenyl)sulfonyl)-2-methyl-N-phenyl-3- (trifluoromethylsulfinyl)acrylamide, N-((4-methoxyphenyl)sulfonyl)-2-methyl-N-phenyl-3- (trifluoromethylsulfinyl)acrylamide, N-((4-fluorophenyl)sulfonyl)-2-methyl-N-phenyl-3- (trifluoromethylsulfinyl)acrylamide, N-((4-chlorophenyl)sulfonyl)-2-methyl-N-phenyl-3- (trifluoromethylsulfinyl)acrylamide, N-((4-bromophenyl)sulfonyl)-2-methyl-N-phenyl-3- (trifluoromethylsulfinyl)acrylamide, N-((4-iodophenyl)sulfonyl)-2-methyl-N-phenyl-3- (trifluoromethylsulfinyl)acrylamide, N-((3,5-dichlorophenyl)sulfonyl)-2-methyl-N-phenyl-3- (trifluoromethylsulfinyl)acrylamide, 2-methyl-N-(p-tolyl)-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N-(4-ethylphenyl)-2-methyl-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N-(4-tert-butylphenyl)-2-methyl-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N-(4-methoxyphenyl)-2-methyl-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N-(4-chlorophenyl)-2-methyl-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N-(4-bromophenyl)-2-methyl-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N-phenyl-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N,2-diphenyl-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N,2-diphenyl-N-(phenylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N-isopropyl-2-phenyl-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N-methyl-2-phenyl-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N-ethyl-2-phenyl-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N-butyl-2-phenyl-N-(p-tolylsulfonyl)-3- (trifluoromethylsulfinyl)acrylamide, N-(1-(2,6-dimethylphenoxy)propan-2-yl)-2-phenyl-N- (p-tolylsulfonyl)-3-(trifluoromethylsulfinyl)acrylamide, or 2-methyl-N-(methylsulfonyl)-N- phenyl-3-(trifluoromethylsulfinyl)acrylamide.

3. The preparation method according to claim 1, characterized in that, N-phenylsulfonyl acrylamide is any one of N-phenyl-N-p-toluenesulfonylmethyl acrylamide, N-phenyl-N-(phenylsulfonyl)methyl acrylamide, N-((4-tert-butylphenyl)sulfonyl)-N-phenylmethyl acrylamide, N-((4-methoxyphenyl)sulfonyl)-N-phenylmethyl acrylamide, N-((4-fluorophenyl)sulfonyl)-N-phenylmethyl acrylamide, N-((4-chlorophenyl)sulfonyl)-N-phenylmethyl acrylamide, N-((4-bromophenyl)sulfonyl)-N-phenylmethyl acrylamide, N-((4-iodophenyl)sulfonyl)-N-phenylmethyl acrylamide, N-((3,5-dichlorophenyl)sulfonyl)-N-phenylmethyl acrylamide, N-(p-tolyl)-N-p-toluenesulfonylmethyl acrylamide, N-(4-ethylphenyl)-N-p-toluenesulfonylmethyl acrylamide, N-(4-tert-butylphenyl)-N-p-toluenesulfonylmethyl acrylamide, N-(4-methoxyphenyl)-N-p-toluenesulfonylmethyl acrylamide, N-(4-chlorophenyl)-N-p-toluenesulfonylmethyl acrylamide, N-(4-bromophenyl)-N-p-toluenesulfonylmethyl acrylamide, N-phenyl-N-p-toluenesulfonylacrylamide, N,2-diphenyl-N-p-toluenesulfonylacrylamide, N,2-diphenyl-N-(phenylsulfonyl)acrylamide, N-isopropyl-2-phenyl-N-p-toluenesulfonylacrylamide, N-methyl-2-phenyl-N-p-toluenesulfonylacrylamide, N-ethyl-2-phenyl-N-p-toluenesulfonylacrylamide, N-butyl-2-phenyl-N-p-toluenesulfonylacrylamide, N-(1-(2,6-dimethylphenoxy)propan-2-yl)-2-phenyl-N-p-toluenesulfonylacrylamide, and N-(methylsulfonyl)-N-phenylmethyl acrylamide.

4. The method of claim 1, wherein, The mass ratio of N-phenylsulfonyl acrylamide to N-(trifluoromethylthio)phthalimide is 1:1.

5.

5. The method of synthesis of claim 1, wherein, The mass ratio of N-phenylsulfonyl acrylamide to Bu4NOP(O)(OBu)2 is 4:

1.

6. The method of claim 1, wherein, The amount of 2,4,5,6-tetra(9-carbazolyl)-1,3-benzenedicarbonitrile is 2% of the mass of N-phenylsulfonyl acrylamide.

7. The preparation method according to claim 1, characterized in that, The reaction condition is that the reaction is carried out under blue light at room temperature for 35-37 hours, the power of the blue light source is 10 W, and the stirring speed is 800-900 rpm.

8. The method of claim 1, wherein, After irradiation under blue light at room temperature, the reaction solution is subjected to quenching, extraction, drying and purification in sequence to obtain the alkenyl trifluoromethylthio compound.

9. The method of claim 1, wherein, The organic solvent is dimethyl sulfoxide.

10. The alkenyl trifluoromethylthio compound prepared by the preparation method according to any one of claims 1-9.