Synthesis method and application of photo-induced beta-cyano sulfone compound based on triarylamine electron donor and acceptor compound

Abstract

The invention belongs to the technical field of organic synthesis methodology, and particularly relates to a photoinduced beta-cyano sulfone compound synthesis method based on a triarylamine electron donor acceptor compound and application of the photoinduced beta-cyano sulfone compound. According to the method, a substituted sulfonium salt serves as an electron acceptor, triarylamine serves as an electron donor to form an EDA compound, and under the action of visible light, the EDA compound is synthesized into a beta-cyano sulfone compound based on the triarylamine electron donor acceptor compound. The method comprises the following steps: by taking substituted cyanohydrin as a raw material and 4-diazabicyclo [2.2. 2] octane di (sulfur dioxide) adduct [(DABCO). (SO2) 2] as a sulfur source, adding an organic solvent, reacting in an inert gas at a certain temperature, and realizing a bifunctionalization process of olefin through far-end functional group migration, thereby obtaining the beta-cyano sulfone compound. The method does not need harsh reaction conditions, the reaction can be completed in one step, the reaction conditions are mild, and the method is green and environment-friendly. The beta-cyano sulfone compound and the derivative thereof prepared by the method are expected to be applied to the research and development fields of anti-cancer, antiviral and antibacterial medicines and the like.

Description

Technical Field

[0001] The present invention belongs to the technical field of organic synthesis methodology, and in particular relates to a light-induced synthesis method of β-cyanosulfone compounds based on a triarylamine electron donor-acceptor complex and its application. Background Art

[0002] BAY 11-7085 is a small molecule compound widely used in biomedical research, primarily as an inhibitor of the NF-κB signaling pathway. It irreversibly inhibits the phosphorylation of IκBα, thereby blocking NF-κB activation and its translocation to the nucleus, thereby downregulating the expression of multiple pro-inflammatory cytokines, such as TNF-α, IL-1β, and IL-6. This compound is commonly used to study biological processes such as inflammation, immunoregulation, apoptosis, and tumorigenesis. Furthermore, BAY 11-7085 has the activity to react with protein sulfhydryl groups, potentially resulting in nonspecific effects on other targets. Sulbactam, a β-lactamase inhibitor, is often used in combination with penicillin antibiotics (such as amoxicillin and ampicillin) to enhance their antibacterial activity. It has almost no antibacterial effect itself, but it can irreversibly inhibit β-lactamases produced by a variety of bacteria, thereby preventing these enzymes from hydrolyzing and inactivating penicillin antibiotics, and expanding the therapeutic range of antibiotics against β-lactamase-producing bacteria (such as Staphylococcus aureus, Escherichia coli, Klebsiella, etc.). Sulbactam has also shown mild intrinsic antibacterial activity against certain bacteria, especially strains such as Acinetobacter baumannii.

[0003] BAY 11-7085 and sulbactam have one thing in common in their structures: they are both β-cyanosulfone compounds and their derivatives, which can be used as multifunctional skeletons in a variety of chemical transformations and exhibit a wide range of biological and pharmacological activities (see Figure 1 ). Although the market demand for this type of drug is increasing, there are still few reported synthetic methods for this type of compound. Traditional synthetic methods usually require the use of toxic and expensive reagents and are often accompanied by side reactions. Olefins are a ubiquitous structural unit that plays an important role in functional group transformation. The regioselective difunctionalization reaction of olefins is a powerful strategy for constructing complex molecules and has been widely studied in recent years. However, most reactions currently have some limitations, including the need for large amounts of hazardous oxidants, harsh reaction conditions (such as microwave assistance) and precious metal catalysts. Therefore, it is of great significance to develop a simple, efficient, applicable and environmentally friendly synthetic strategy to construct β-cyanosulfone compounds.

[0004] In recent years, visible-light photocatalysis has rapidly emerged as an efficient and sustainable synthetic tool in organic synthesis. Within this context, electron donor–acceptor (EDA) complex strategies have garnered widespread attention. However, to date, most EDA photoactivated reactions still rely on stoichiometric electron donors and acceptors, hindering industrial applications. Therefore, developing simpler, more efficient, cost-effective, and amenable synthetic methods for β-cyanosulfones is crucial. Summary of the Invention

[0005] In order to overcome the shortcomings and deficiencies of the prior art, the present invention aims to provide a light-induced synthesis method and application of β-cyanosulfone compounds based on triarylamine electron donor-acceptor complexes. Harsh synthesis conditions are not required. A catalytic amount of triarylamine is used as a catalyst to synthesize various β-cyanosulfone compounds and their derivatives in one step, and the method has high universality for a variety of functional groups.

[0006] To achieve the above object, the present invention adopts the following technical solutions:

[0007] A light-induced synthesis method for β-cyanosulfone compounds based on a triarylamine electron donor-acceptor complex comprises the following steps: using a substituted sulfonium salt as an electron acceptor and a catalytic amount of triarylamine as an electron donor to form an EDA complex; under the action of visible light, using a substituted cyanohydrin as a raw material and 4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct [(DABCO)·(SO2)2] as a sulfur source; adding an organic solvent; reacting under an inert gas at a certain temperature; and achieving difunctionalization of the olefin via distal functional group migration to obtain the β-cyanosulfone compound.

[0008] A light-induced synthesis method of β-cyanosulfone compounds based on triarylamine electron donor-acceptor complexes comprises the following steps:

[0009] (1) At room temperature, a substituted sulfonium salt, DABCO·(SO₂)₂, a substituted cyanohydrin, Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a polytetrafluoroethylene stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing and nitrogen replacement, then transferred to a reaction apparatus and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W).

[0010] (2) After the reaction is completed, an appropriate amount of deionized water is added to the reaction solution, and the mixture is shaken to ensure uniform mixing. 3 mL of ethyl acetate is used as an extractant for separation and extraction each time. The crude product is extracted from the reaction solution, the extracts are combined, and the solvent is removed by a rotary evaporator. The residue is purified by silica gel column chromatography (silica gel specification is 200 mesh to 300 mesh, and the eluent is petroleum ether / ethyl acetate, to obtain a β-cyanosulfone compound represented by formula IV;

[0011]

[0012] Where:

[0013] R1 is selected from one or more of an alkyl group and a hydrogen substituent;

[0014] R2 is selected from one or more of an alkyl group and a hydrogen substituent;

[0015] R3 is selected from one or more of an alkyl group and a hydrogen substituent;

[0016] R4 is selected from one or more of alkyl and aryl substituents;

[0017] Ar1 is selected from a benzene ring or a thiophene ring, preferably a benzene ring;

[0018] Ar2 is selected from one of phenyl and 4-methylphenyl, preferably phenyl;

[0019] X is selected from one of OTf or BF4, preferably BF4;

[0020] n is selected from 1, 2, and 3, preferably 1.

[0021] Furthermore, the inert gas is nitrogen or argon, preferably nitrogen;

[0022] The wavelength range of the blue light is 420nm-460nm, preferably 455nm;

[0023] The light source of the blue light is a blue LED lamp.

[0024] The wavelength range of the near-violet light is 380nm-400nm, preferably 390nm;

[0025] The near-purple light source is a purple LED lamp.

[0026] Furthermore, the amount of the substituted cyanohydrin represented by formula II is 1-3 times, preferably 2 times, the amount of the substituted sulfonium salt represented by formula I;

[0027] The amount of (DABCO)·(SO2)2 is 2-4 times, preferably 3 times, the amount of the substituted sulfonium salt represented by Formula I; the amount of the triarylamine is 0.02-0.03 times, preferably 0.025 times, the amount of the substituted sulfonium salt represented by Formula I; the organic solvent is one of dichloromethane, N,N-dimethylformamide, tetrahydrofuran, dimethyl sulfoxide, and n-hexane, preferably dichloromethane;

[0028] Furthermore, the synthesis reaction is carried out under atmospheric pressure, and the reaction time is 8h-24h, preferably 12h;

[0029] Further, the reaction formula is:

[0030]

[0031] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCM) were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reaction vessel and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W).

[0032] After the reaction is completed, 2 mL of deionized water is added to the reaction solution and stirred evenly. 3 mL of ethyl acetate is used as the extractant each time to extract the crude product from the reaction solution by liquid phase separation extraction operation. The extracts are combined, the solvent is removed by a rotary evaporator, and the residue is purified by a silica gel column to obtain the target product.

[0033] Furthermore, the reaction mechanism of the synthesis is:

[0034] First, electron-rich triphenylamine (Ph3N) reacts with electron-deficient arylthiophenium salt I to form an electron donor-acceptor complex (EDA complex), which generates aryl radical A and triphenylamine radical cation (Ph3N· + ). Subsequently, the aryl radical A is captured by (DABCO)·(SO2)2 to generate a sulfonyl radical B, which reacts with the cyanohydrin compound II to form an alkyl radical C. The intermediate C undergoes an effective five-membered ring intracyclic reaction under the action of the cyanohydrin skeleton to generate a cyclic imine radical D. Subsequently, D undergoes an isolytic reaction to achieve 1,4-cyano migration to obtain a more stable hydroxyalkyl radical E. This radical then reacts with Ph3N· +A single electron transfer (SET) process occurs to generate the carbocation intermediate F, while triphenylamine (Ph3N) is regenerated, completing the catalytic cycle. Finally, intermediate F undergoes deprotonation to yield the target product IV.

[0035] The present invention also includes the application of a light-induced synthesis method of β-cyanosulfone compounds based on triarylamine electron donor-acceptor complexes, which can be used to design a class of tyrosine kinase inhibitors (TKIs), such as certain inhibitors targeting EGFR or VEGFR. In these molecules, the sulfone group provides good polarity and metabolic stability, while the cyano group participates in the formation of hydrogen bonds or polar effects with key residues of the target (such as amino acids), thereby enhancing binding affinity. In addition, β-cyanosulfone molecules show high MIC antibacterial activity against drug-resistant tuberculosis strains. The derivatives of β-cyanosulfone compounds, β-cyanobenzenesulfonamide inhibitors, can effectively inhibit the proliferation of tumor cells, show good in vitro anticancer activity, and some show good anti-inflammatory activity, and have less gastrointestinal side effects.

[0036] The effective effects of the light-induced synthesis method of β-cyanosulfone compounds based on triarylamine electron donor-acceptor complexes and their application are:

[0037] The present invention does not require harsh reaction conditions and can complete the reaction in a single step using visible light. It is suitable for synthesizing various β-cyanosulfone compounds, and has high universality for a variety of functional groups. The synthesis method of the present invention has a simple preparation process and apparatus, using blue light as energy, a catalytic amount of low-cost triphenylamine as a catalyst, and an organic solvent as a solvent. The reaction conditions are mild and environmentally friendly. Because the synthesis method is a one-pot process, it does not require complex pretreatment, is non-toxic and environmentally friendly, and conforms to the environmental protection concepts of green chemistry and atom economy. BRIEF DESCRIPTION OF THE DRAWINGS

[0038] Figure 1 These are examples of biologically active molecules of the present invention having β-cyanosulfone compounds and their derivatives;

[0039] Figure 2 1 is a reaction mechanism diagram of the synthesis method according to an embodiment of the present invention; DETAILED DESCRIPTION

[0040] The technical solution of the present invention is further described in detail below in conjunction with the embodiments, but the protection scope of the present invention is not limited thereto.

[0041] Example 1:

[0042]

[0043] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂)₂ from the above reaction equation were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reaction vessel and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate each time. The combined extracts were then subjected to a rotary evaporator to remove the solvent. The residue was then purified using a silica gel column (200-300 mesh) using a 3:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 64 mg of the target product was obtained with a yield of 80%.

[0044] The NMR spectrum data of the obtained product are: 1 H NMR(500MHz,Chloroform-d)δ7.95(d,J=8.4Hz,2H),7.86(d,J=7.3Hz,2H),7.71(d,J=8.4Hz,2H),7.53(d,J=7.3Hz,2H),7.49(t, J=7.4Hz,1H),7.42–7.33(m,5H),3.51–3.46(m,1H),3.36–3.26(m,2H),3.18–3.13(m,2H),2.31–2.23(m,1H),2.06–1.98(m,1H). 13 C NMR (126MHz, Chloroform-d) δ197.6,147.5,138.9,136.7,136.2,133.6,129.2,128.9,128.8,128.3,128.1,127.5,118.9,57.4,35.1,26.5,26.0.

[0045] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H] + Calcd for C 24 H 22 NO3S + :404.1315; Found:404.1322.

[0046] Example 2:

[0047]

[0048] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of cyanohydrin, 0.025 mmol of Ph₃N (2.5 mol%), and 2.0 mL of degassed anhydrous dichloromethane were sequentially added to a 10 mL borosilicate glass reaction tube equipped with a polytetrafluoroethylene stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing and nitrogen replacement, then transferred to a reaction apparatus and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred uniformly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate as the extractant. The extracts were combined and the solvent was removed by rotary evaporation. The residue was purified using a silica gel column (silica gel specification: 200-300 mesh) with a petroleum ether / ethyl acetate (3:1 v / v) eluent. 39 mg of the target product was obtained with a yield of 46%.

[0049] The NMR spectrum data of the obtained product are: 1 H NMR(500MHz,Chloroform-d)δ8.00(d,J=8.5Hz,2H),7.95(d,J=7.0Hz,2H),7.77(d,J=8.5Hz,2H),7.60–7.56(m,3H),7.48(t,J=7.8Hz, 2H),7.02(d,J=8.8Hz,2H),3.87(s,3H),3.57–3.51(m,1H),3.44–3.33(m,2H),3.28–3.21(m,2H),2.41–2.33(m,1H),2.15–2.07(m,1H). 13 C NMR(126MHz,Chloroform-d)δ197.4,160.4,147.2,136.1,135.8,133.6,131.2, 128.8,128.8,128.6,128.0,127.6,118.8,114.6,57.5,55.4,35.1,26.5,26.0.

[0050] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H] + Calcd for C 25 H 24 NO4S + :434.1421; Found:434.1428.

[0051] Example 3:

[0052]

[0053] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂)₂ from the above reaction equation were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reaction vessel and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate each time. The combined extracts were then subjected to a rotary evaporator to remove the solvent. The residue was then purified using a silica gel column (200-300 mesh) using a 3:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 72 mg of the target product was obtained with a yield of 75%.

[0054] The NMR spectrum data of the obtained product are: 1 H NMR(500MHz,Chloroform-d)δ7.96(d,J=8.0Hz,2H),7.88(d,J=7.7Hz,2H),7.62(d,J=8.0Hz,1H),7.58(d,J=8.0Hz,2H),7.51(t,J=7.4Hz,1H),7.40(t, J=7.6Hz,2H),7.33(t,J=7.5Hz,1H),7.25–7.18(m,2H),3.55–3.48(m,1H), 3.40–3.29(m,2H),3.23–3.15(m,2H),2.34–2.26(m,1H),2.09–2.00(m,1H). 13 C NMR(126MHz,Chloroform-d)δ197.4,147.4,140.4,137.2,136.1,133.6,133.4,131 .0,130.8,129.8,128.7,128.1,128.0,127.7,122.0,118.8,57.4,35.0,26.5,25.9.

[0055] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+Na] + Calcd for C 24 H 20 BrNNaO3S + :504.0240;Found:504.0241.

[0056] Example 4:

[0057]

[0058] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂)₂ from the above reaction equation were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reactor and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate as the extractant. The combined extracts were then subjected to a rotary evaporator to remove the solvent. The residue was purified using a silica gel column (200-300 mesh) using a 1:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 69 mg of the target product was obtained with a yield of 68%.

[0059] The NMR spectrum data of the obtained product are: 1 H NMR (500MHz, DMSO-d6) δ11.75(s,1H), δ8.21(d,J=8.5Hz,1H),8.06(d,J=8.9Hz,1H),7.98(d,J=7.8Hz,2H),7.82(s, 1H),7.70(t,J=7.5Hz,1H),7.62–7.55(m,2H),7.55–7.43(m,5H),3.47–3.35(m,2H),3.14(s,3H),1.97–1.84(m,2H). 13 C NMR(126MHz,DMSO-d6)δ198.2,155.2(q,J=37.5Hz),142.6,141.0,137.8,136.2,133.4,133.0,130.9, 129.5,128.7,128.5,127.9,127.9,124.1,119.8,119.2,116.6(d,J=287.5Hz),54.8,34.7,25.7,25.0. 19 FNMR (471 MHz, DMSO-d6) δ-74.0.

[0060] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H] + Calcd for C 26 H 22 F3N2O4S+ :515.1247;Found:515.1252.

[0061] Example 5:

[0062]

[0063] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂)₂ from the above reaction formula were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reactor and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate each time. The combined extracts were then subjected to a rotary evaporator to remove the solvent. The residue was then purified using a silica gel column (200-300 mesh) using a 2:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 41 mg of the target product was obtained with a yield of 54%.

[0064] The NMR spectrum data of the obtained product are: 1 H NMR(500MHz,Chloroform-d)δ8.20(d,J=2.3Hz,1H),8.16(dd,J=9.0,2.5Hz,1H),7.96(d,J=7.1Hz,2H),7.60(t,J=7.4Hz,1H),7.49(t,J=7. 7Hz,2H),7.18(d,J=8.9Hz,1H),4.06(s,3H),3.54–3.47(m,1H),3.41– 3.33(m,2H),3.27–3.22(m,2H),2.39–2.31(m,1H),2.12–2.03(m,1H). 13 C NMR(126MHz,Chloroform-d)δ197.4,165.3,136.1,135.0,134.8,133.8,130 .6,128.8,128.0,118.6,114.3,112.2,103.7,57.7,57.0,34.9,26.4,26.2.

[0065] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H] + Calcd for C 20 H19 N2O4S + :383.1061;Found:363.1068.

[0066] Example 6:

[0067]

[0068] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂)₂ from the above reaction equation were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reaction vessel and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate each time. The combined extracts were then subjected to a rotary evaporator to remove the solvent. The residue was then purified using a silica gel column (200-300 mesh) using a 3:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 42 mg of the target product was obtained with a yield of 51%.

[0069] The NMR spectrum data of the obtained product are: 1 H NMR(500MHz,Chloroform-d)δ8.20(s,1H),8.16(d,J=8.3Hz,1H),7.95(d,J=7.7Hz,2H),7.60(t,J=7.4Hz,1H),7.48(t,J=7.7Hz,2H), 7.18(d,J=9.0Hz,1H),4.05(s,3H),3.56–3.47(m,1H),3.41–3.33(m,2H),3.25(t,J=6.9Hz,2H),2.38–2.30(m,1H),2.12–2.04(m,1H). 13 C NMR(126MHz,Chloroform-d)δ197.4,165.3,136.0,135.0,134.8,133.7,130 .6,128.8,128.0,118.6,114.2,112.2,103.6,57.6,57.0,34.9,26.4,26.1.

[0070] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H] + Calcd for C 21 H19 N2O5S + :411.1010;Found:411.1000.

[0071] Example 7:

[0072]

[0073] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂)₂ from the above reaction equation were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reaction vessel and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate each time. The combined extracts were then subjected to a rotary evaporator to remove the solvent. The residue was then purified using a silica gel column (200-300 mesh) using a 3:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 59 mg of the target product was obtained with a yield of 71%.

[0074] The NMR spectrum data of the obtained product are: 1 H NMR(500MHz,Chloroform-d)δ8.64(d,J=1.9Hz,1H),8.09–8.04(m,2H),7.93(d,J=7.4Hz,2H),7.76(d,J=8.6Hz,1H),7.64(d,J=8.2Hz,1H) ,7.57(t,J=7.6Hz,2H),7.48–7.43(m,3H),3.64–3.58(m,1H),3.44–3.39(m,2H),3.25–3.22(m,2H),2.42–2.36(m,1H),2.15–2.07(m,1H). 13 C NMR (126MHz, CDCl3) δ197.4,159.2,157.1,136.1,133.6,132.5,128.9,128.7,128.0,1 27.2,125.6,123.9,122.8,122.2,121.4,118.8,112.9,112.2,57.9,35.0,26.4,26.2.

[0075] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H] +Calcd for C 24 H 20 NO4S + :418.1108; Found:418.1115.

[0076] Example 8:

[0077]

[0078] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂)₂ from the above reaction equation were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reactor and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate as the extractant. The combined extracts were then subjected to a rotary evaporator to remove the solvent. The residue was purified using a silica gel column (200-300 mesh) using a 1:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 44 mg of the target product was obtained with a yield of 42%.

[0079] The NMR spectrum data of the obtained product are: 1 H NMR(500MHz,Chloroform-d)δ7.87(d,J=6.9Hz,2H),7.72(s,2H),7.64(d,J=8 .2Hz,2H),7.59(s,1H),7.52(t,J=7.4Hz,1H),7.41(t,J=7.7Hz,2H),7.20(d, J=9.1Hz,2H),3.95–3.90(m,2H),3.40(dd,J=13.8,7.6Hz,1H),3.31–3.12(m, 4H), 2.99 (t, J = 8.7Hz, 2H), 2.31 (s, 3H), 2.29–2.21 (m, 1H), 2.03–1.95 (m, 1H). 13 CNMR(126MHz,Chloroform-d)δ197.4,147.7,144.9,136.1,133.6,133.5,133.0,132.2,130. 0,129.4,128.8,128.0,127.1,125.4,118.8,114.1,57.5,50.1,35.0,27.2,26.4,26.1,21.6.

[0080] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H] + Calcd for C 27 H 27 N2O5S2 + :523.1356; Found:523.1350.

[0081] Example 9:

[0082]

[0083] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of the substituted cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂) were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reaction vessel and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate each time. The extracts were combined, the solvent removed by rotary evaporation, and the residue was purified using a silica gel column (200-300 mesh) with a 3:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 61 mg of the target product was obtained with a yield of 70%.

[0084] The NMR spectrum data of the obtained product are: 1 H NMR(500MHz,Chloroform-d)δ7.95(d,J=8.1Hz,2H),7.82(s,1H),7.72(t,J=7.5Hz,3H),7.52(d,J=7.5Hz,2H),7.45(d,J=8.0Hz,1H),7.40(t ,J=7.5Hz,2H),7.37–7.30(m,2H),3.49(dd,J=15.0,5.0Hz,1H),3.38–3.25(m,2H),3.19–3.07(m,2H),2.35–2.18(m,1H),2.11–1.94(m,1H). 13C NMR(126MHz,Chloroform-d)δ196.2,147.5,138.7,137.6,136.5,135.0,133.4,130 .0,129.1,128.8,128.8,128.2,128.0,127.4,126.1,118.8,57.2,35.2,26.2,25.8.

[0085] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H] + Calcd for C 24 H 21 ClNO3S + :438.0926;Found:438.0922.

[0086] Example 10:

[0087]

[0088] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of the substituted cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂) were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reaction vessel and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate each time. The extracts were combined, the solvent removed by rotary evaporation, and the residue was purified using a silica gel column (200-300 mesh) with a 3:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 61 mg of the target product was obtained with a yield of 73%.

[0089] The NMR spectrum data of the obtained product are: 1 H NMR(500MHz,Chloroform-d)δ8.03(d,J=8.0Hz,2H),7.96(d,J=7.3Hz,2H),7.79(d,J=8.0Hz,2H),7.61–7.56(m,3H),7.50–7.44( m,5H),3.50(d,J=14.5Hz,1H),3.39(d,J=14.5Hz,1H),3.23(t,J=7.8Hz,2H),2.42–2.34(m,1H),2.26–2.20(m,1H),1.73(s,3H).13 C NMR(126MHz,Chloroform-d)δ197.5,147.3,138.8,138.3,136.2,133.5,129.1, 128.8,128.7,128.6,128.1,128.0,127.4,121.0,62.3,34.6,33.8,33.6,24.2.

[0090] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H] + Calcd for C 25 H 24 NO3S + :418.1472; Found:418.1465.

[0091] Example 11:

[0092]

[0093] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of the substituted cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂) were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reaction vessel and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate each time. The extracts were combined, the solvent removed by rotary evaporation, and the residue was purified using a silica gel column (200-300 mesh) with a 3:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 62 mg of the target product was obtained with a yield of 72%.

[0094] The NMR spectrum data of the obtained product are: 1H NMR(500MHz,Chloroform-d)δ8.01(d,J=8.5Hz,2H),7.80(d,J=8.4Hz,2H),7.66–7.60(m,4H),7.51–7.44(m,4H),7.39(t,J=7.7Hz ,2H),3.54(dd,J=15.0,10.0Hz,1H),3.38(dd,J=15.0,5.0Hz,1H),3.21–3.14(m,1H),2.27–2.21(m,2H),1.49(s,3H),1.45(s,3H). 13 C NMR(126MHz,Chloroform-d)δ207.1,147.4,138.8,137.7,136.7,131.4,129.1,12 8.8,128.8,128.2,128.1,127.9,127.4,119.7,58.2,47.4,42.2,26.2,25.8,22.9.

[0095] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H] + Calcd for C 26 H 26 NO3S + :432.1628; Found:432.1637.

[0096] Example 12:

[0097]

[0098] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of the substituted cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂) were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reaction vessel and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate each time. The extracts were combined, the solvent removed by rotary evaporation, and the residue was purified using a silica gel column (200-300 mesh) with a 3:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 51 mg of the target product was obtained with a yield of 65%.

[0099] The NMR spectrum data of the obtained product are:1 H NMR(500MHz,Chloroform-d)δ8.02(d,J=8.6Hz,2H),7.81(d,J=8.5Hz,2H),7.64–7.60(m,2H),7.52–7.42(m,3H),3.54–3.4 6(m,1H),3.33–3.26(m,2H),2.90–2.82(m,1H),2.75–2.68(m,2H),2.21–2.14(m,1H),1.97–1.88(m,1H),1.87–1.55(m,8H). 13 C NMR(126MHz,Chloroform-d)δ210.7,147.5,138.8,136.6,129.1,128.8,128. 8,128.2,127.4,118.7,57.4,51.4,37.9,29.0,28.8,26.1,25.9,25.9,25.8.

[0100] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H] + Calcd for C 23 H 26 NO3S + :396.1628;Found:396.1625.

[0101] Example 13:

[0102]

[0103] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of the substituted cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂) were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reactor and stirred at 40°C in the dark for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation extraction using 3 mL of ethyl acetate as the extractant. The combined extracts were then subjected to rotary evaporation to remove the solvent. The residue was purified using a silica gel column (200-300 mesh) using petroleum ether / ethyl acetate (2:1 v / v) as the eluent. 23 mg of the target product was obtained with a yield of 27%.

[0104] The NMR spectrum data of the obtained product are: 1H NMR(500MHz,Chloroform-d)δ8.01(d,J=8.5Hz,2H),7.81(d,J=8.5Hz,2H),7.81(d,J=8.6Hz,2H),7.63–7.56(m,3H),7.51–7.44( m,5H),3.52(dd,J=15.0,10.0Hz,1H),3.33(dd,J=15.0,5.0Hz,1H),3.29–3.23(m,1H),3.06(t,J=6.5Hz,2H),2.03–1.84(m,4H). 13 C NMR(126MHz,Chloroform-d)δ198.6,147.6,138.9,136.7,136.6,133.3,129.1, 128.9,128.8,128.7,128.3,127.9,127.4,118.9,57.1,37.1,31.5,26.5,20.9.

[0105] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+Na] + Calcd for C 25 H 23 NNaO3S + :440.1291;Found:440.1284.

[0106] Example 14:

[0107]

[0108] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂)₂ from the above reaction equation were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reactor and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate as the extractant. The combined extracts were then subjected to a rotary evaporator to remove the solvent. The residue was purified using a silica gel column (200-300 mesh) using a 1:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 38 mg of the target product was obtained with a yield of 31%.

[0109] The NMR spectrum data of the obtained product are: 1H NMR(500MHz,Chloroform-d)7.93(d,J=7.2Hz,2H),7.67(d,J=8.5Hz,2H),7.6 2(s,1H),7.58(t,J=7.4Hz,1H),7.51–7.44(m,4H),7.10(s,1H),4.04(s,3H), 3.82(dd,J=15.0,5.0Hz,2H),3.71(s,3H),3.70(s,2H),3.45(dd,J=10.0,5.0 Hz,1H),3.24–3.14(m,3H),2.44(s,3H),2.26–2.19(m,1H),2.11–2.02(m,1H). 13 CNMR(126MHz,Chloroform-d)δ197.4,170.8,167.7,153.5,140.7,140.3,136.2,135.5,133.5,132.6,131.4,1 29.5,129.4,128.7,128.0,121.4,118.9,116.8,112.0,101.2,56.8,55.5,52.3,35.1,30.1,26.4,26.3,13.4.

[0110] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H]+ Calcd for C32H30ClN2O7S+: 621.1457; Found: 621.1448.

[0111] Example 15:

[0112]

[0113] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂)₂ from the above reaction equation were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reaction vessel and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate each time. The combined extracts were then subjected to a rotary evaporator to remove the solvent. The residue was then purified using a silica gel column (200-300 mesh) using a 3:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 69 mg of the target product was obtained with a yield of 68%.

[0114] The NMR spectrum data of the obtained product are: 1 H NMR(500MHz,Chloroform-d)δ8.04(d,J=8.5Hz,2H),7.97–7.93(m,2H),7.77(d,J=6 .9Hz,2H),7.58(t,J=7.4Hz,1H),7.47(t,J=7.8Hz,2H),7.41(t,J=8.0Hz,1H),7.21 –7.14(m,2H),3.78(q,J=7.2Hz,1H),3.70(s,3H),3.59–3.53(m,1H),3.45–3.34(m, 2H),3.30–3.22(m,2H),2.41–2.33(m,1H),2.15–2.07(m,1H),1.54(d,J=7.2Hz,3H). 13 C NMR(126MHz,Chloroform-d)δ197.4,174.1,160.6(d,J=248.7Hz),143.7(d,J=7.6Hz),142.0,137.1,136.1,133.6,130.7(d,J=3.3Hz),130.1(d ,J=3.8Hz),128.7,128.5,128.0,125.6(d,J=13.1Hz),124.0(d,J=3.3Hz ),118.8,115.7(d,J=23.1Hz),57.4,52.3,44.9,35.0,26.4,25.9,18.3.

[0115] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+Na] + Calcd for C 21 H 18 N2NaO5S + :530.1408;Found:530.1405.

[0116] Example 16:

[0117]

[0118] At room temperature, 0.2 mmol of the substituted sulfonium salt, 0.6 mmol of DABCO·(SO₂)₂, 0.4 mmol of cyanohydrin, 0.025 mmol of Ph₃N, and 2.0 mL of degassed anhydrous dichloromethane (DCH₂)₂ from the above reaction equation were added sequentially to a 10 mL borosilicate glass reaction tube equipped with a Teflon stirrer. The reaction system was subjected to three cycles of liquid nitrogen freezing followed by nitrogen replacement. The reaction was then transferred to a reactor and stirred in the dark at 40°C for 5 minutes. The reaction was then maintained at 40°C for 12 hours under irradiation with a 455 nm LED light source (15 W). After completion of the reaction, 2 mL of deionized water was added to the reaction solution and stirred thoroughly. The crude product was extracted from the reaction solution by liquid phase separation and extraction using 3 mL of ethyl acetate as the extractant. The combined extracts were then subjected to a rotary evaporator to remove the solvent. The residue was purified using a silica gel column (200-300 mesh) using a 1:1 v / v ratio of petroleum ether to ethyl acetate as the eluent. 69 mg of the target product was obtained with a yield of 50%.

[0119] The NMR spectrum data of the obtained product are: 1 H NMR(500MHz,Chloroform-d)δ8.16(s,1H),7.95(s,2H),7.93(d,J=6.8Hz,2H),7.8 5(dd,J=8.0,1.0Hz,1H),7.67(d,J=8.3Hz,1H),7.58(t,J=7.4Hz,1H),7.46(t,J=7 .7Hz,2H),3.98(s,3H),3.60–3.54(m,1H),3.42–3.36(m,2H),3.26–3.20(m,2H),2 .93(q,J=7.5Hz,2H),2.37–2.30(m,1H),2.14–2.04(m,1H),1.39(t,J=7.5Hz,3H). 13 C NMR(126MHz,Chloroform-d)δ197.4,187.0,170.6,158.2,152.7,136.3,136.1,134.3,133.6,133.5,13 2.2,128.7,127.9,123.6,122.2,118.7,118.7,115.4,112.2,60.9,57.6,35.0,26.4,26.1,22.3,11.9.

[0120] High-resolution mass spectrometry data: HRMS (ESI) m / z: [M+H] + Calcd for C 30 H 26 Br2NO6S +:687.9822;Found:687.9816.

[0121] In the preparation method of the present invention, the order of addition of various materials and the specific reaction steps can be adjusted by those skilled in the art, making it suitable not only for small-scale preparation in the laboratory but also for large-scale industrial production in chemical plants. In industrial batch production, the specific reaction parameters can be determined by those skilled in the art through experiments.

[0122] Unless otherwise specified, the experimental methods used in the following examples are conventional methods.

[0123] Unless otherwise specified, the reagents and materials used in the following examples can be obtained from commercial sources or synthesized from commercially available raw materials.

[0124] The above embodiments are intended only to illustrate the technical concepts and features of the present invention. Their purpose is to enable those skilled in the art to understand the contents of the present invention and implement them accordingly. They are not intended to limit the scope of protection of the present invention. Any equivalent changes or modifications made based on the essence of the present invention are intended to be covered by the scope of protection of the present invention.

Claims

1. A light-induced synthesis method and application of β-cyanosulfone compounds based on triarylamine electron donor-acceptor complexes, characterized in that: A substituted sulfonium salt is used as an electron acceptor and a triarylamine is used as an electron donor to form an EDA complex. Under the action of visible light, a substituted cyanohydrin is used as a raw material, 4-diazabicyclo[2.2.2]octane di(sulfur dioxide) adduct [(DABCO)·(SO2)2] is used as a sulfur source, an organic solvent is added, and the reaction is carried out under an inert gas and a certain temperature. The difunctionalization process of the olefin is achieved through the migration of the distal functional group to obtain a β-cyanosulfone compound.

2. The method for synthesizing a β-cyanosulfone compound based on a light-induced triarylamine electron donor-acceptor complex and its application according to claim 1, characterized in that it comprises the following steps: (1) At room temperature, a substituted sulfonium salt of Formula I, a substituted cyanohydrin of Formula II, a triarylamine of Formula III, and (DABCO)·(SO2)2 are sequentially added to a reaction tube filled with inert gas and equipped with a magnetic stirrer. Under inert gas conditions, an organic reaction solvent is added using a syringe to form a mixed solution. The reaction solution is irradiated with near-blue light at room temperature to promote the reaction. (2) After the reaction is completed, an appropriate amount of deionized water is added to the reaction solution, and the mixture is shaken to ensure uniform mixing. 3 mL of ethyl acetate is used as an extractant for separation and extraction each time. The crude product is extracted from the reaction solution, the extracts are combined, and the solvent is removed by a rotary evaporator. The residue is purified by silica gel column chromatography (silica gel specification is 200 mesh to 300 mesh, and the eluent is petroleum ether / ethyl acetate, to obtain a β-cyanosulfone compound represented by formula IV; Where: R1 is selected from one or more of an alkyl group and a hydrogen substituent; R2 is selected from one or more of an alkyl group and a hydrogen substituent; R3 is selected from one or more of an alkyl group and a hydrogen substituent; R4 is selected from one or more of alkyl and aryl substituents; Ar1 is selected from a benzene ring or a thiophene ring; Ar2 is selected from one of phenyl and 4-methylphenyl; X is selected from one of OTf and BF4; n is selected from 1, 2, and 3.

3. The method and application of a light-induced synthesis of β-cyanosulfone compounds based on triarylamine electron donor-acceptor complexes according to claim 1 or 2, characterized in that: The inert gas is nitrogen or argon; The wavelength range of the blue light is 420nm-460nm; The light source of the blue light is a blue LED lamp.

4. The method and application of a light-induced synthesis of β-cyanosulfone compounds based on triarylamine electron donor-acceptor complexes according to claim 1 or 2, characterized in that: The amount of the substituted cyanohydrin represented by formula II is 1-3 times the amount of the substituted sulfonium salt represented by formula I; The amount of (DABCO)·(SO2)2 is 2-4 times the amount of the substituted sulfonium salt represented by formula I; The amount of the triarylamine is 0.02-0.03 times the amount of the substituted sulfonium salt shown in Formula I; The organic solvent is one of dichloromethane, N,N-dimethylformamide, tetrahydrofuran, dimethyl sulfoxide and n-hexane.

5. The method and application of a light-induced synthesis of β-cyanosulfone compounds based on triarylamine electron donor-acceptor complexes according to claim 1 or 2, characterized in that: The synthesis reaction is carried out under atmospheric pressure, and the reaction time is 8h-24h.

6. Use of the light-induced β-cyanosulfone compound based on triarylamine electron donor-acceptor complex according to any one of claims 1 to 5 in anticancer, antibacterial and antiviral activities.

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