Use of a perfluorocarbon sulfenyl silver reagent in the synthesis of aryl perfluoroethyl sulfides

Abstract

The application discloses application of a perfluorocarbon sulfenyl silver reagent in synthesis of aryl perfluoroethyl sulfide, and belongs to the field of organic chemistry. The application takes aryl diazonium fluoroborate as a substrate, AgSC2F5 as a fluorocarbon sulfenylating reagent, a copper salt as a catalyst, and an inorganic base as an additive, is wide in substrate applicability, simple in raw material, and low in economic cost. In addition, the application realizes synthesis of a target product, and only needs 8-24 hours of reaction at room temperature, is fast, efficient and simple. The application converts simple aryl diazonium fluoroborate into aryl pentafluoroethyl sulfide compound under relatively simple conditions, realizes pentafluoroethylthiofluorination of aryl diazonium fluoroborate in one step, and the target compound has wide application in the fields of medicine, pesticide and new material synthesis.

Description

Technical Field

[0001] This invention specifically relates to the application of a perfluorocarbon sulfide silver reagent in the synthesis of aryl perfluoroethyl sulfides, belonging to the field of organic chemistry. Background Technology

[0002] Since the discovery in the 1950s that introducing fluorine atoms into specific sites on drug molecules could improve their biological activity, a large number of fluorine-containing drugs have sprung up. From accounting for only 2% of the pharmaceutical market in 1970, this figure has now reached approximately 20%. In 2019, the U.S. Food and Drug Administration (FDA) approved 35 chemical drugs, 14 of which contained fluorine atoms and 7 contained trifluoromethyl groups. Fluorine-containing groups hold particular importance in modern bioactive molecules. Currently, approximately 40% of agrochemicals and 25% of pharmaceuticals on the market contain fluorine atoms. The systematic introduction and screening of fluorinated residues has become a standard procedure in drug discovery. Therefore, late-stage preparation methods that introduce fluorine-containing functional groups into organic molecules are highly sought after. In the past decade, researchers have developed various distinctive fluoroalkylation methods. The pentafluoroethyl thio group is a promising but underdeveloped group; therefore, introducing this group into organic, drug, and bioactive molecules through new fluorinated hydrocarbon sulfidation reagents and methods is currently a research hotspot in synthetic chemistry, medicinal chemistry, and new materials.

[0003] As previously reported (Synthesis of aryl perfluoroalkyl sulfides from aromatic disulfides. Russ. Chem. Bull., Int. Ed., Vol. 53, No. 2, February, 2004), the substitution of hydrogen atoms in aromatic and heterocyclic systems with perfluoroalkyl groups can drastically alter the physical and biological properties of the molecule. Introducing "hyperlipophilic" perfluoroalkyl sulfide groups (RF = CF3, C2F5, etc.) with the highest lipophilicity index can significantly alter the biological effects of the resulting compounds. The perfluoroalkyl sulfide groups were specifically constructed using the following methods:

[0004] (R F COO)2Xe→Xe+2CO2+2·R F

[0005] RSSR+·R F →RSR F +RS·

[0006] Rs·+·R F →RSR F R is aryl, R F C n F 2n+1, n = 1-3.

[0007] However, the above methods involve complex reaction processes and have very poor yields.

[0008] And existing reports (Electrophilic Reagents for the Direct Incorporation of Uncommon SCF2CF2Hand SCF2CF3 Motifs. J. Org. Chem. 2022, 87, 10791-10806) indicate that relatively complex fluorinating reagents and harsh reaction conditions are required:

[0009]

[0010] Therefore, there is a need for a simple, mild, and efficient method for synthesizing aryl perfluoroalkyl sulfides. Summary of the Invention

[0011] This invention develops a novel method for the perfluoroethyl thiolation reaction, specifically a method for synthesizing aryl perfluoroethyl thioether compounds. This invention utilizes the reaction of aryl diazonium fluoroborate salts with perfluoroethyl thiosilver under copper salt catalysis to achieve perfluoroethyl thiolation in one step, synthesizing aryl perfluoroethyl thioether compounds. This method provides a convenient, rapid, and efficient way to achieve perfluoroethyl thiolation of aryl diazonium fluoroborate salts.

[0012] The purpose of this invention is to provide an application of a perfluorocarbon sulfide silver reagent in the synthesis of aryl perfluoroethyl sulfides. The perfluorocarbon sulfide silver reagent is AgSC2F5, and the aryl perfluoroethyl sulfide compound is prepared by reacting the perfluorocarbon sulfide silver reagent with an aryl diazonium salt of fluoroboronic acid.

[0013] The present invention also provides a method for synthesizing aryl perfluoroethyl sulfide compounds. The method involves using aryl diazonium fluoroborate salt of formula (1) and AgSC2F5 of formula (2) as reactants in an organic solvent, and carrying out a functionalization reaction under the action of copper salt and alkali to synthesize aryl perfluoroethyl sulfide compounds of formula (3).

[0014]

[0015] R is selected from H, C1-C8 alkyl, C1-C8 haloalkyl, aryl, halogen (F, Cl, Br), cyano, nitro, C1-C8 alkoxy, acyl, and heterocyclic.

[0016] In one embodiment of the present invention, the alkali is any one or more of potassium carbonate, sodium carbonate, sodium bicarbonate, and cesium carbonate.

[0017] In one embodiment of the present invention, the acyl group is -C(O)R', where R' is selected from C1-C8 alkyl groups.

[0018] In one embodiment of the present invention, the aryl group includes a substituted or unsubstituted benzene ring or a naphthalene ring; the substitution can be one to three; the substituted group is selected from halogens, C1-C8 alkyl groups, and C1-C8 alkoxy groups.

[0019] In one embodiment of the present invention, the organic solvent includes any one or more of acetonitrile (CH3CN), N,N-dimethylformamide (DMF), dimethyl phthalate (DMP), and dimethyl sulfoxide (DMSO). CH3CN is preferred.

[0020] In one embodiment of the present invention, the copper salt is any one or more of cuprous chloride, cuprous bromide, cuprous iodide, cuprous thiocyanate, copper bromide, copper acetate, copper trifluoromethanesulfonate, and copper tetraethyl cyanophosphate tetrafluoroborate. Cuprous iodide is preferred.

[0021] In one embodiment of the present invention, the molar ratio of aryl diazonium fluoroborate salt to copper in copper salt is 1:(0.1-1.0).

[0022] In one embodiment of the invention, the reaction temperature is 0°C-100°C. Preferably, it is 10-40°C; more preferably, it is 25°C.

[0023] In one embodiment of the present invention, the reaction time is 8-24 hours. Specifically, 12 hours may be selected.

[0024] In one embodiment of the present invention, the molar ratio of aryl diazonium fluoroborate to perfluoroethyl silver sulfide is 1:(1.0-3.0); preferably 1:(1.0-2.0); specifically, 1:1.5.

[0025] In one embodiment of the present invention, the molar ratio of aryl diazonium fluoroborate to the base is 1:(1.0-3.0). Specifically, 1:2 is optional.

[0026] In one embodiment of the present invention, the reaction concentration of the aryl diazonium fluoroborate salt is 0.05-5 mmol / mL. Specifically, 0.1 mmol / mL is preferred.

[0027] In one embodiment of the invention, the functionalization reaction is carried out in an atmosphere of air.

[0028] In one embodiment of the present invention, the molar ratio of aryl diazonium fluoroborate, AgSC2F5, copper salt, and base may specifically be 1:1.5:1:2.

[0029] In one embodiment of the present invention, the steps of a novel green and economical synthesis method are as follows:

[0030] Using aryl diazonium fluoroborate and AgSC2F5 as raw materials, copper salt, alkali and organic solvent were added, and the mixture was stirred and reacted at 0℃-100℃ for a period of time to obtain crude aryl perfluoroethyl sulfide compound. Then, pure aryl perfluoroethyl sulfide compound was obtained by filtration, washing, vacuum distillation and column chromatography.

[0031] In one embodiment of the present invention, the separation method is to use rapid column chromatography to obtain the final product, an aryl perfluoroethyl sulfide compound.

[0032] In one embodiment of the present invention, the method is preferably carried out as follows: aryl diazonium fluoroborate, AgSC2F5, copper salt, and alkali are added to a reaction vessel in a molar ratio of 1:1.5:1:2, followed by the addition of acetonitrile, and the mixture is stirred at 0℃-100℃ for 8-24 hours. The product is then purified by column chromatography to obtain the target product.

[0033] In one embodiment of the present invention, the reaction mechanism is as follows: First, a single electron transfer reaction (SET) occurs, where Cu(I) transfers one electron to the aryl diazonium salt. The aryl diazonium salt gains the electron and loses one molecule of nitrogen gas, generating an aryl radical, while simultaneously forming the Cu(II) species. On the other hand, AgSC₂F₅ reacts with the iodide anion to form [Ag(SC₂F₅)₆I]. - Furthermore, Cu(II) species are related to [Ag(SC2F5)I]. - A metal conversion reaction occurs to obtain the active species [Cu(Ⅱ)SC2F5], which eventually reacts with aryl radicals to give the aryl pentafluoroethyl sulfide compound.

[0034] In one embodiment of the present invention, the AgSC2F5 is prepared by the following method:

[0035]

[0036] (1) In an organic solvent, (trifluoromethyl)trimethylsilane, cesium fluoride and carbon disulfide are reacted as reactants, and after the reaction is completed, cesium thioperfluoroacetate (CF3CS2Cs) is obtained.

[0037] (2) The obtained cesium thioperfluoroacetate salt was reacted with silver fluoride as a reactant, and perfluoroethylthiosilver was obtained after the reaction was completed.

[0038] In one embodiment of the present invention, the reaction in step (1) is carried out in an organic solvent environment, wherein the organic solvent includes any one or more of ethylene glycol dimethyl ether (DME), diethyl ether (Et2O), and ethylene glycol diethyl ether, preferably DME.

[0039] In one embodiment of the present invention, the amount of cesium fluoride used in step (1) relative to the organic solvent is 0.1-1.0 mmol / mL. Specifically, 0.4 mmol / mL can be selected.

[0040] In one embodiment of the present invention, in step (1), the molar ratio of cesium fluoride to carbon disulfide is 1:(1.0-2.0). Specifically, 1:1.8 is preferred.

[0041] In one embodiment of the present invention, the molar ratio of cesium fluoride to (trifluoromethyl)trimethylsilane in step (1) is 1:(1.0-2.0). More preferably, it is 1:1.5.

[0042] In one embodiment of the present invention, the temperature of the reaction in step (1) is -10°C to 10°C. Preferably, it is 0°C.

[0043] In one embodiment of the present invention, the reaction time in step (1) is 3-8 hours, preferably 6 hours.

[0044] In one embodiment of the invention, the reaction in step (1) is carried out in an inert atmosphere, such as nitrogen.

[0045] In one embodiment of the present invention, the molar ratio of the cesium thioperfluoroacetate salt to silver fluoride in step (2) is 1:(3.0-6.0). Specifically, 1:3.3 is preferred.

[0046] In one embodiment of the present invention, the reaction in step (2) is carried out in a solvent, which is any one or more of tetrahydrofuran (THF) and acetonitrile (MeCN). THF is preferred.

[0047] In one embodiment of the present invention, the amount of cesium thioperfluoroacetate salt relative to the solvent in step (2) is 0.2-0.5 mmol / mL. Specifically, 0.36 mmol / mL can be selected.

[0048] In one embodiment of the present invention, the reaction temperature in step (2) is 70°C-90°C. Preferably, it is 70°C.

[0049] In one embodiment of the present invention, the reaction time in step (2) is 6-24 hours. Specifically, 14 hours may be selected.

[0050] In one embodiment of the invention, the reaction in step (2) is carried out in an inert atmosphere, such as nitrogen.

[0051] In one embodiment of the present invention, the resulting product—aryl perfluoroethyl sulfide compound—serves as an intermediate for drug molecules and bioactive molecules, and the bioactivity of the active molecules is regulated by introducing a perfluoroethyl sulfide structure.

[0052] Beneficial effects:

[0053] In an air atmosphere, using aryl diazonium fluoroborate as a substrate and AgSC2F5 as a perfluoroethyl thiolation reagent, the perfluoroethyl thiolation of aryl diazonium fluoroborate can be achieved in one step under the action of copper salt and alkali to obtain aryl perfluoroethyl thioether compounds.

[0054] The substrates of this invention are widely applicable, the raw materials are simple and readily available, and the economic cost is low. In addition, the method of this invention can achieve the synthesis of the target product with a good yield in only 8-24 hours, which is faster and more efficient.

[0055] This invention transforms readily available aryl diazonium fluoroborate into aryl perfluoroethyl sulfide compounds under relatively simple conditions, achieving perfluoroethyl sulfide functionalization of aryl diazonium fluoroborate in one step, which has important application prospects in the expansion of drug molecules and bioactive molecules. Attached Figure Description

[0056] Figure 1 This is a synthesis route diagram for the method of the present invention. Detailed Implementation

[0057] The following are specific embodiments of the present invention.

[0058] The synthesis route diagram of this invention embodiment is as follows: Figure 1 As shown:

[0059] Using aryl diazonium fluoroborate and AgSC₂F₅ as raw materials, potassium carbonate as alkali, cuprous iodide as the copper salt, and acetonitrile as solvent, the reaction was carried out at room temperature for 8-24 hours. The reaction expression is as follows: Figure 1 .

[0060] The preparation method of the perfluoroethyl thiosilver (AgSC2F5) involved in this invention is as follows:

[0061] (1) Weigh 1.52 g (10.0 mmol, 1.0 equiv) of cesium fluoride and add it to a 50 mL Shrek reaction flask. Under nitrogen protection at 0 °C, add 25 mL of anhydrous ethylene glycol dimethyl ether (DME) and 1.37 g (18.0 mmol, 1.8 equiv) of carbon disulfide. Stir for 5 minutes, and slowly add TMSCF3 (2.13 g, 15.0 mmol, 1.5 equiv) dropwise using a syringe. After the addition is complete, continue the reaction at 0 °C for 3 h. As the reaction proceeds, the color of the solution gradually deepens (finally becoming dark red). After the reaction is complete, dilute the reaction solution with ethyl acetate, filter to remove unreacted CsF, remove the solvent by vacuum distillation, add petroleum ether to precipitate the solid, collect the filter residue, dry, and obtain the orange solid intermediate CF3CS2Cs cesium salt (2.23 g, yield 80%).

[0062] (2) Weigh 2.00 g (7.2 mmol, 1.0 equiv) of the obtained CF3CS2Cs cesium salt and 3.0 g (23.7 mmol, 3.3 equiv) of silver fluoride, respectively, and add them to a 50 mL three-necked flask. Under nitrogen protection, add 20 mL of dry THF and reflux at 70 °C for 14 h to stop the reaction. Remove the solvent by vacuum distillation, add ethyl acetate (20 mL), filter with diatomaceous earth, collect the filtrate, remove the solvent by vacuum distillation, add a small amount of acetonitrile to dissolve the solid, and then add an appropriate amount of petroleum ether along the flask wall for recrystallization to obtain a large amount of solid. Filter, collect the residue, dry, and obtain 51.64 g of yellow solid AgSC2F, with a yield of 80%.

[0063] 19 F NMR (376MHz, DMSO-d6) δ -63.46 (q, J = 5.5Hz, 2F), -82.51 (t, J = 5.5Hz, 3F).

[0064] Example 1: Synthesis of p-Phenylene Pentafluoroethyl Sulfide

[0065]

[0066] Under ambient air at room temperature, diazonium salt of p-phenylbenzenetetrafluoroborate (134 mg, 0.5 mmol), AgSC2F5 (194 mg, 0.75 mmol), cuprous iodide (95 mg, 0.5 mmol), potassium carbonate (138 mg, 1.0 mmol), and acetonitrile (5 mL) were added to a 50 mL reaction tube equipped with a stir bar and stirred thoroughly at room temperature for 12 hours. After the reaction was completed, the reaction mixture was diluted with dichloromethane, filtered through diatomaceous earth, and washed with dichloromethane. The combined organic phases were dried over anhydrous MgS2O4, filtered, and a small amount of silica gel was added to the filtrate. The mixture was concentrated under vacuum, and the target analyte was purified by column chromatography using n-hexane / ethyl acetate as the eluent, yielding 106 mg of product (70% yield).

[0067] 1 H NMR (400MHz, Chloroform-d) δ7.72(d,J=8.2Hz,2H),7.62(dd,J=14.4,7.8Hz,4H),7.48(t,J=7.4Hz,2H),7.41(t,J=7.2Hz,1H). 19 F NMR (376MHz, Chloroform-d) δ -82.42 (t, J = 3.3Hz, 3F), -91.79 (d, J = 3.4Hz, 2F). 13 C NMR(101MHz,Chloroform-d)δ143.02,138.56,136.52,127.94,127.16,127.04,126.18,119. 15(tq,J1=286.8Hz, J2=40.2Hz), 117.74(qt,J1=284.9Hz, J2=36.8Hz), 120.39(t,J=2.8Hz).

[0068] Example 2: Synthesis of 4-nitrophenyl pentafluoroethyl sulfide

[0069]

[0070] Under ambient air conditions, 118 mg (0.5 mmol) of 4-nitrobenzenetetrafluoroborate diazonium salt, 194 mg (0.75 mmol) of AgSC₂F₅, 95 mg (0.5 mmol) of cuprous iodide, 138 mg (1.0 mmol) of potassium carbonate, and 5 mL of acetonitrile were added to a 50 mL reaction tube equipped with a stir bar and stirred thoroughly at room temperature for 12 hours. After the reaction was completed, the mixture was diluted with dichloromethane, filtered through diatomaceous earth, and washed with dichloromethane. The combined organic phases were dried over anhydrous MgS₂O₄, filtered, and a small amount of silica gel was added to the filtrate. The mixture was concentrated under vacuum, and the target analyte was purified by column chromatography using n-hexane / ethyl acetate as the eluent, yielding 95 mg of product (70% yield).

[0071] 1 H NMR (400MHz, CDCl3) δ8.28 (d, J = 8.9 Hz, 2H), 7.85 (d, J = 8.8 Hz, 2H). 19 F NMR (376MHz, CDCl3) δ-82.53 (t, J = 3.4Hz, 3F), -90.83 (q, J = 3.4Hz, 2F). 13 C NMR (101MHz, CDCl3) δ149.6 (s), 137.6 (s), 131.0 (t, J = 2.6Hz), 124.4 (s), 120.1 (tq, J = 291.0, 41.0Hz), 118.6 (qt, J = 286.7, 36.2Hz).

[0072] Example 3: Synthesis of 4-methoxyphenyl pentafluoroethyl sulfide

[0073]

[0074] Under ambient air conditions, 117 mg (0.5 mmol) of 4-methoxybenzyltetrafluoroborate diazonium salt, 194 mg (0.75 mmol) of AgSC₂F₅, 95 mg (0.5 mmol) of cuprous iodide, 138 mg (1.0 mmol) of potassium carbonate, and 5 mL of acetonitrile were added to a 50 mL reaction tube equipped with a stir bar and stirred thoroughly at room temperature for 12 hours. After the reaction was completed, the mixture was diluted with dichloromethane, filtered through diatomaceous earth, and washed with dichloromethane. The combined organic phases were dried over anhydrous MgS₂O₄, filtered, and a small amount of silica gel was added to the filtrate. The mixture was concentrated under vacuum, and the target analyte was purified by column chromatography using n-hexane / ethyl acetate as the eluent, yielding 74 mg of product (58% yield).

[0075] 1H NMR (400MHz, Chloroform-d) δ7.57 (d, J = 8.8 Hz, 2H), 6.93 (d, J = 8.9 Hz, 2H), 3.84 (s, 3H). 19 F NMR (376MHz, Chloroform-d) δ -82.48 (t, J = 3.6Hz, 3F), -92.83 (q, J = 3.6Hz, 2F). 13 CNMR(101MHz,Chloroform-d)δ161.00,137.93,113.95,119.02(tq, J1=286.2Hz , J2=39.7Hz), 117.80 (qt, J1=284.9Hz, J2=36.9Hz), 112.08 (t, J=3.0Hz), 54.36.

[0076] Example 4: Effect of different copper salts

[0077] Referring to Example 1, the copper salts were replaced by cuprous chloride, cuprous bromide, cuprous thiocyanate, copper bromide, copper acetate, copper trifluoromethanesulfonate, and copper tetraethyl cyanophosphate tetrafluoroborate (equal molar amounts). Additionally, an experiment was conducted without any copper salts, with all other conditions remaining unchanged, to synthesize p-phenylphenyl perfluoroethyl sulfide. Specific yield results are shown in Table 1.

[0078] Table 1. Effects of different copper salts on the synthesis of p-phenylphenylperfluoroethyl sulfide a

[0079] No addition 0 CuCl 12 CuBr 10 CuI 70 CuSCN 20 <![CDATA[CuBr2]]> 13 <![CDATA[Cu(OAc)2]]> 18 <![CDATA[Cu(MeCN)4BF4]]> 22 <![CDATA[Cu(OTf)2]]> 19

[0080] a. Yield is the yield of fluorine spectrum.

[0081] The results showed that the product yields obtained by not adding copper salts and by replacing cuprous iodide in Example 1 with cuprous chloride, cuprous bromide, cuprous thiocyanate, cuprous bromide, copper acetate, copper trifluoromethanesulfonate, or copper tetrafluoroborate hexafluorophosphate were all worse than those in Example 1, with yields not exceeding 25%.

[0082] Example 5: Effect of different solvents

[0083] Referring to Example 1, the solvent was replaced by N,N-dimethylformamide, dimethyl phthalate, and dimethyl sulfoxide, respectively, while keeping other conditions unchanged, to synthesize p-phenylphenyl perfluoroethyl sulfide. Specific yield results are shown in Table 2.

[0084] Table 2. Effects of different solvents on the synthesis of p-phenylphenylperfluoroethyl sulfide a

[0085] DMSO 55 <![CDATA[CH3CN]]> 70 DMF 58 NMP 46

[0086] a. Yield is the yield of fluorine spectrum.

[0087] The results showed that when N,N-dimethylformamide, dimethyl phthalate, and dimethyl sulfoxide were used instead of acetonitrile in Example 1 as solvents, the yields of the products obtained were all worse than those in Example 1, with yields not exceeding 60%.

[0088] Example 6 Effect of different bases

[0089] Referring to Example 1, the alkali was replaced by sodium carbonate, sodium bicarbonate, and cesium carbonate, respectively, while other conditions remained unchanged, to synthesize p-phenylphenyl perfluoroethyl sulfide. Specific yield results are shown in Table 3.

[0090] Table 3 Effects of different bases on the synthesis of phenylphenylperfluoroethyl sulfide a

[0091] <![CDATA[K2CO3]]> 70 <![CDATA[Na2CO3]]> 40 <![CDATA[NaHCO3]]> 44 <![CDATA[Cs2CO3]]> 45

[0092] a. Yield is the yield of fluorine spectrum.

[0093] The results showed that replacing potassium carbonate in Example 1 with sodium carbonate, sodium bicarbonate, or cesium carbonate resulted in lower product yields than in Example 1, with yields not exceeding 45%.

[0094] Comparative Example 1

[0095] Existing reports (Synthesis of aryl perf luoroalkyl sulfides from aromatic disulfides. Russ. Chem. Bull., Int. Ed., Vol. 53, No. 2, February, 2004) describe methods for constructing aryl ethyl sulfides:

[0096]

[0097] The specific preparation process was as follows: XeF2 (1.4 g, 8.2 mmol), perfluoroacetic acid (1.5 mL), 1,2-bis(4-nitrophenyl)disulfide (832 mg, 2.7 mmol), and dichloromethane (30 mL) were added to a reaction tube at -20 °C. The mixture was stirred and the temperature was naturally raised to 5 °C. The solution was neutralized with Na2CO3 aqueous solution, extracted with chloroform, dried with Na2SO4, and the solvent was removed by vacuum distillation. Petroleum ether was used as the eluent, and the crude product was purified by column chromatography to obtain the target compound in 30.3% yield.

[0098] The corresponding preparation results: the yield of the 4-nitrophenyl perfluoroethyl sulfide compound obtained by the above method was only 30.3%, which was significantly lower than the yield (70%) of the method of the present invention (Example 2).

[0099] The embodiments provided above are not intended to limit the scope of the invention, nor are the described steps intended to limit the order of execution. Any obvious modifications made to the invention by those skilled in the art based on existing common knowledge also fall within the scope of protection defined by the claims.

Claims

1. A method for preparing AgSC2F5, characterized in that, The AgSC2F5 was prepared by the following method: (1) In an organic solvent, (trifluoromethyl)trimethylsilane, cesium fluoride and carbon disulfide are reacted as reactants to obtain cesium thioperfluoroacetate after the reaction is completed; the reaction temperature is -10 ℃ to 10 ℃; the reaction time is 3-8 h; the reaction is carried out in an inert atmosphere; (2) The obtained cesium thioperfluoroacetate salt was reacted with silver fluoride as a reactant, and perfluoroethylthiosilver was obtained after the reaction was completed; the reaction temperature was 70 ℃-90 ℃; the reaction time was 6-24 h; the reaction was carried out in an inert atmosphere.

2. The method according to claim 1, characterized in that, In step (1), the organic solvent includes any one or more of ethylene glycol dimethyl ether, ethyl ether, and ethylene glycol diethyl ether.

3. The method according to claim 1, characterized in that, In step (1), the amount of cesium fluoride relative to the organic solvent is 0.1-1.0 mmol / mL.

4. The method according to claim 1, characterized in that, In step (1), the molar ratio of cesium fluoride to carbon disulfide is 1:(1.0-2.0).

5. The method according to claim 1, characterized in that, In step (1), the molar ratio of cesium fluoride to (trifluoromethyl)trimethylsilane is 1:(1.0-2.0).

6. The method according to claim 1, characterized in that, In step (2), the molar ratio of the cesium thioperfluoroacetate salt to silver fluoride is 1:(3.0-6.0).

7. The method according to claim 1, characterized in that, In step (2), the reaction is carried out in a solvent, which is any one or more of tetrahydrofuran and acetonitrile.

8. The method according to claim 1, characterized in that, In step (2), the amount of cesium thioperfluoroacetate relative solvent used is 0.2-0.5 mmol / mL.

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