Method for preparing fluoroamide compound through electrocatalytic acyl migration and olefin bifunctionalization reaction

Abstract

The invention discloses a method for preparing a fluoroamide compound through electrocatalytic acyl migration and olefin bifunctionalization reaction, and relates to the technical field of organic electrosynthesis. The invention solves the technical problem that the fluoroamide compound is difficult to synthesize through 1, 2-acyl migration of beta, gamma-unsaturated ketone and olefin bifunctionalization reaction in the prior art. The method comprises the following steps: placing an anode electrode and a cathode electrode in a three-neck bottle, adding a beta, gamma-unsaturated ketone compound, a fluorine reagent, nBu4NBF4 and H2O in a nitrogen atmosphere, then adding an ultra-dry solvent, and sealing the system; and continuously introducing constant current, and separating and purifying. According to the method, zinc trifluoromethanesulfinate Zn (SO2CF3) 2 is subjected to electrochemical oxidation to generate trifluoromethyl free radicals to initiate 1, 2-acyl migration and olefin bifunctionalization of the beta, gamma-unsaturated ketone compound, synthesis of the polysubstituted fluoroamide compound is achieved, and compared with the prior art, the method is simple, green and efficient. The method is used for synthesizing the fluoroamide compound.

Description

Technical Field

[0001] The invention relates to the technical field of organic electrosynthesis, and in particular to a method for preparing fluoroamide compounds through electrocatalytic acyl migration and olefin bifunctionalization reaction. Background Art

[0002] Amide groups are common functional structures in drug molecules and natural active compounds because of their high biobinding degree and outstanding activity. Among these drugs, the best-selling drugs that are widely welcomed in the market include the "king of drugs" created by Pfizer - the lipid-lowering drug atorvastatin (Lipitor) and Gilead's famous anti-hepatitis C drug ledipasvir (Harvoni). In drug research and development, chemists often use bioisosteres (such as F replacing hydrogen) or specific site modifications (such as N-methylation on peptide bonds) to improve the physical and chemical properties (such as solubility, lipophilicity, conformation, pKa, membrane permeability, etc.) and metabolic stability of organic compounds in drug development.

[0003] Fluorine has the characteristics of high electronegativity and small atomic size, which gives it unique properties to provide drug molecules with enhanced drug efficacy, selectivity, metabolic stability and pharmacokinetics. As a means of improving biological activity and enhancing chemical or metabolic stability, fluorine-substituted drugs have become a hot topic in research and development. Selective fluorine substitution on therapeutic or diagnostic drug candidates can enhance a variety of pharmacokinetic and physicochemical properties, such as metabolic stability and membrane permeability. Therefore, fluorinated organic compounds are widely used in the fields of medicine, pesticides, materials science, etc., and have broad development prospects. Fluorinated amide compounds contain both fluorinated groups and amide groups, which makes them widely concerned in drug research and development.

[0004] Rearrangement reaction is one of the most important chemical transformation methods. It can introduce valuable functional groups into target molecules through controlled cleavage and reconstruction of chemical bonds, playing an irreplaceable role in improving synthesis efficiency and molecular complexity. Using trifluoromethyl to initiate the reconstruction of the carbon skeleton of the rearrangement substrate is a common transformation method, but it is still challenging to introduce trifluoromethyl and amide groups into the rearrangement product to synthesize fluoroamide compounds. Therefore, it is particularly important to develop a mild, green and simple method for synthesizing fluoroamide compounds using β,γ-unsaturated ketones. Summary of the invention

[0005] The present invention solves the technical problem that the existing reaction technology is difficult to synthesize fluoroamide compounds through 1,2-acyl migration of β,γ-unsaturated ketones and olefin difunctionalization reaction, and provides a method for preparing fluoroamide compounds through electrocatalytic acyl migration and olefin difunctionalization reaction.

[0006] The present invention uses an electrochemical synthesis strategy to continuously pass a constant current through a reaction system, uses a simple β, γ-unsaturated ketone as a reactant, and uses zinc trifluoromethylxanthate as a trifluoromethyl source. Zinc trifluoromethylxanthate is oxidized at the anode to generate free radicals to trigger a 1,2-acyl migration reaction. Subsequently, the tertiary carbon free radical is oxidized again to form a carbon cation intermediate, which is attacked by a nucleophilic reagent acetonitrile and hydrolyzed to form a fluoroamide compound.

[0007] A method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin difunctionalization reaction, specifically comprising the following steps:

[0008] 1. Place an anode electrode and a cathode electrode in a three-necked flask, add β,γ-unsaturated ketone compound, fluorine reagent, nBu4NBF4 and H2O under nitrogen atmosphere, then add ultra-dry solvent and seal the system;

[0009] 2. Stir the closed system in step 1 at room temperature and continue to pass a constant current to obtain a crude product;

[0010] 3. The crude product obtained in step 2 is subjected to reduced pressure distillation to remove the solvent, and then separated and purified by thin layer chromatography to obtain a fluoroamide compound.

[0011] The preparation method of the β,γ-unsaturated ketone compound is as follows:

[0012] In a dry 50mL round-bottom flask (containing a magnetic bar), Cp2TiCl2 (1.0mol%, 12.5mg, 0.05mmol) and zinc powder (12.5mmol, 825mg, 2.5eq.) were added, and THF (10mL) was added. Stir at room temperature under a nitrogen atmosphere until the solution changed from red to green; then aldehyde (5.0mmol, 1.0eq.) and 3,3-dimethylallyl bromide (12.5mmol, 2.5eq.) were added by syringe and stirred at room temperature until all the starting materials were consumed by thin layer chromatography (TLC). The crude product was purified by flash column chromatography, eluted with n-hexane / ethyl acetate to obtain homologous allyl alcohol.

[0013] A solution of homologous allylic alcohol (1.0 eq.) was dissolved in DCM at a concentration of 0.5 M / L, and Dess-Martin periodinane (DMP, 1.5 eq.) was added and stirred at room temperature to react; until the homologous allylic alcohol was consumed; then the solvent was evaporated; and the residue was purified by silica gel column chromatography (petroleum ether-ethyl acetate 100:1) to obtain a β,γ-unsaturated ketone compound.

[0014] The reaction formula is as follows:

[0015]

[0016] The general reaction formula of the present invention is as follows:

[0017]

[0018] Reaction mechanism of the present invention:

[0019]

[0020] First, Zn(SO2CF3)2 undergoes single-electron oxidation at the anode to be oxidized to trifluoromethyl radicals, which are captured by substrate (A). At the same time, 1,2-acyl migration occurs to form a tertiary radical intermediate (B), which undergoes single-electron oxidation again at the anode to form a tertiary carbon cation (C). The carbon cation is attacked by the nucleophile acetonitrile (MeCN) and hydrolyzed to form the target product D. Secondly, water undergoes a reduction process at the cathode to achieve electron conservation in the system.

[0021] Beneficial effects of the present invention:

[0022] The present invention utilizes electrochemical oxidation of zinc trifluoromethylsulfinate Zn(SO2CF3)2 to generate trifluoromethyl radicals to initiate 1,2-acyl migration of β,γ-unsaturated ketone compounds and difunctionalization of olefins, thereby realizing the synthesis of multi-substituted fluoroamide compounds. The reaction is applicable to electron-donating and electron-withdrawing groups, as well as βγ-unsaturated ketone compounds of sulfur heterocycles and oxygen heterocycles, and exhibits excellent functional group compatibility and tolerance. Compared with the prior art, the present invention synthesizes fluoroamide compounds through a simple, green, and efficient electrochemical method, and has the following main advantages:

[0023] (1) The reaction uses electrons provided by the current in the system as the oxidant, avoiding the use of external chemical oxidizing agents. The reaction operation is simple and efficient, and the conditions are mild and clean.

[0024] (2) The β,γ-unsaturated ketone compound, trifluoromethyl reagent, nBu4NBF4, H2O and ultra-dry solvent used in the reaction system are all cheap and readily available commercial reagents. The nickel foam electrode used is also relatively cheap, making the reaction system simple and economical.

[0025] (3) The reaction system has a wide range of substrate applications and can be used to synthesize a variety of fluoroamide compounds, including ibuprofen derivatives, L-menthol derivatives, and diacetone-D-galactose derivatives.

[0026] (4) This reaction uses simple reactants and clean reaction conditions to efficiently synthesize functional compounds with novel structures.

[0027] For example, this reaction system can be used to derive and transform common acids such as ibuprofen and alcohol drugs such as L-menthol, and a series of fluoroamide compounds have been successfully synthesized.

[0028] The invention is used for synthesizing fluoroamide compounds. BRIEF DESCRIPTION OF THE DRAWINGS

[0029] Figure 1 The fluoroamide compound 1c prepared in Example 1 1 H-NMR spectrum;

[0030] Figure 2 The fluoroamide compound 1c prepared in Example 1 19 F-NMR spectrum;

[0031] Figure 3 The fluoroamide compound 1c prepared in Example 1 13 C-NMR spectrum. DETAILED DESCRIPTION

[0032] Specific implementation method 1: This implementation method is a method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin difunctionalization reaction, which is specifically carried out in the following steps:

[0033] 1. Place an anode electrode and a cathode electrode in a three-necked flask, add β,γ-unsaturated ketone compound, fluorine reagent, nBu4NBF4 and H2O under nitrogen atmosphere, then add ultra-dry solvent and seal the system;

[0034] 2. Stir the closed system in step 1 at room temperature and continue to pass a constant current to obtain a crude product;

[0035] 3. The crude product obtained in step 2 is subjected to reduced pressure distillation to remove the solvent, and then separated and purified by thin layer chromatography to obtain a fluoroamide compound.

[0036] Specific embodiment 2: This embodiment is different from specific embodiment 1 in that the fluorine reagent in step 1 is Zn(SO2CF3)2. The rest is the same as specific embodiment 1.

[0037] Specific implementation method three: This implementation method is different from specific implementation method one or two in that: the β,γ-unsaturated ketone compound in step one is It is the same as the specific implementation mode one or two.

[0038] Specific embodiment 4: This embodiment is different from specific embodiments 1 to 3 in that the ultra-dry solvent in step 1 is acetonitrile MeCN. It is the same as specific embodiments 1 to 3.

[0039] Specific embodiment 5: This embodiment differs from specific embodiments 1 to 4 in that: in step 1, the ratio of the β,γ-unsaturated ketone compound to the ultra-dry solvent is 0.2mmol:3mL; the ratio of the fluorine reagent to the ultra-dry solvent is 0.4mmol:3mL; the ratio of nBu4NBF4 to the ultra-dry solvent is 0.1mmol:1mL; the ratio of H2O to the ultra-dry solvent is 2mmol:3mL. It is the same as specific embodiments 1 to 4.

[0040] Specific implementation method 6: This implementation method is different from specific implementation methods 1 to 5 in that: the anode electrode in step 1 is a platinum sheet rod electrode, and the cathode electrode is a nickel foam sheet electrode. It is the same as specific implementation methods 1 to 5.

[0041] Specific implementation method 7: This implementation method is different from specific implementation methods 1 to 6 in that: the current of step 2 for controlling the constant current is 2 mA, the room temperature is 25° C., and the power-on time is 24 hours. It is the same as specific implementation methods 1 to 6.

[0042] Specific embodiment eight: This embodiment differs from specific embodiments one to seven in that: step two uses TLC to monitor the progress of the reaction. It is the same as specific embodiments one to seven.

[0043] Specific implementation method 9: This implementation method is different from specific implementation methods 1 to 8 in that a new sample point is generated at the ratio shift value Rf=0.3. It is the same as specific implementation methods 1 to 8.

[0044] Specific embodiment 10: This embodiment differs from specific embodiments 1 to 9 in that the solvent used for separation and purification by thin layer chromatography in step 3 is a mixed solvent of petroleum ether and dichloromethane in a volume ratio of 1:3. It is the same as specific embodiments 1 to 9.

[0045] The content of the present invention is not limited to the content of the above-mentioned embodiments. The combination of one or several specific embodiments can also achieve the purpose of the invention.

[0046] Embodiment 1:

[0047] This embodiment provides a method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin difunctionalization reaction, and the method is specifically carried out in the following steps:

[0048] 1. Place a nickel foam electrode and a platinum electrode in a 25 mL three-necked flask, add 0.2 mmol β,γ-unsaturated ketone compound 1a, 0.2 mmol trifluoromethyl zinc sulfonate, 0.3 mmol nBu4NBF4 and 2 mmol H2O under nitrogen atmosphere, then add 3 mL of ultra-dry solvent acetonitrile (MeCN), and seal the system;

[0049] 2. Stir the sealed system in step 1 at room temperature, continuously pass a constant current, control the current to 2 mA, and conduct the current for 24 h. Use TLC to monitor the progress of the reaction. When the ratio shift value (Rf) = 0.3, a new sample point is observed to be generated, and a crude product is obtained;

[0050] 3. The crude product obtained in step 2 was subjected to reduced pressure distillation to remove the solvent, and then separated and purified by thin layer chromatography, with the eluent being a mixed solvent of petroleum ether (PE) and dichloromethane (DCM) in a volume ratio of 1:3. The obtained product was fluoroamide compound 1c.

[0051] Synthesis of 1c:

[0052]

[0053] The fluoroamide compound 1c prepared above was 1 H-NMR, 19 F-NMR, 13 C-NMR technology was used for molecular structure and mass identification.

[0054] Example Fluoroamide Compound 1c 1 H-NMR spectrum Figure 1 As shown, CDCl3 is selected as the solvent to dissolve the sample to be tested, and the solvent peak is calibrated to δ=7.26ppm. The extracted data is: 1 H-NMR (400MHz, CDCl3) δ = 8.16 (d, J = 6.7Hz, 2H), 7.72 (d, J = 6.7Hz, 2H), 7.64 (d, J = 8.8Hz, 2H), 7.46 (t, 2H), 7.40 (t, 1H ),5.62(s,1H),4.94(d,J=11.1Hz,1H),2.98–2.84(m,1H),2.42–2.28(m,1H),1.85(s,3H),1.40(s,3H),1.34(s,3H).

[0055] The data of the compound were analyzed: the two singlet peaks at δ = 1.34 ppm and δ = 1.40 ppm in the high field region belong to the hydrogens of the two methyl groups connected to the quaternary carbon of the amide. The multiplet peaks at δ = 2.98–2.84 ppm and δ = 2.42–2.28 ppm are characteristic signal peaks of methylene protons connected to the trifluoromethyl group, and the doublet signal at δ = 4.94 ppm is the characteristic signal peak of the methylene hydrogen connected to the carbonyl group, which is split due to the spin coupling with the adjacent methylene hydrogen, and the coupling constant J = 11.1 Hz. The hydrogen at the chemical shift δ = 5.62 ppm belongs to the active hydrogen of the amide. The double peaks at chemical shifts δ = 8.16ppm and 7.72ppm belong to the aromatic hydrogen on the biphenyl carbon ring, which is split due to spin coupling with hydrogen at other positions on the benzene ring, with a coupling constant of J = 6.7Hz. The double peak signal at chemical shift δ = 7.64ppm belongs to the aromatic hydrogen on the benzene ring, which is split due to spin coupling with hydrogen at other positions on the benzene ring, with a coupling constant of J = 8.8Hz. The multiple peaks at chemical shifts δ = 7.46 and 7.40ppm also belong to the signals of aromatic hydrogen on the benzene ring.

[0056] Example Fluoroamide Compound 1c 19 F-NMR spectrum Figure 2 As shown, CDCl3 is selected as the solvent to dissolve the sample to be tested, and the extracted data is: 19 F-NMR (376MHz, CDCl3) δ = -64.72 (t, J = 10.7Hz) ppm.

[0057] For this compound 13 F-NMR data analysis showed that the target compound contained only one fluorine group on a trifluoromethyl group, which was split into three peaks with a coupling constant of J = 10.7 Hz.

[0058] Example Fluoroamide Compound 1c 13 C-NMR spectrum Figure 3 As shown, CDCl3 is selected as the solvent to dissolve the sample to be tested, and the solvent peak is calibrated as follows: the chemical shift of the middle peak of the deuterated solvent CDCl3 triplet is set to δ=77.1ppm as a reference, and the extracted data is: 13 C NMR (101MHz, CDCl3) δ = 201.30, 170.18, 146.35, 139.75, 136.38, 129.46, 129.04, 128.41, 127. 46,127.36,126.79(q,J=278.16),55.53,43.35,33.48(q,J=29.29),25.82,25.03,24.31ppm.

[0059] For this compound 13C-NMR data were analyzed: there were 17 carbon signals in total with different chemical environments, 6 of which were in the aliphatic region, of which the quartet with a chemical shift of δ=33.48ppm was the methylene signal peak connected to the trifluoromethyl group, and its carbon spectrum was split due to the influence of fluorine, with a coupling constant of J=29.29Hz; there were 11 signals in the low-field region, 10 of which belonged to aromatic carbon on the benzene ring, and the one at a chemical shift of δ=126.79ppm was the characteristic splitting signal peak of trifluoromethyl carbon, thus it was determined to be the target product.

[0060] Embodiment 2:

[0061] The difference between this embodiment and the first embodiment is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 59%.

[0062] Embodiment three:

[0063] The difference between this embodiment and the first embodiment is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 53%.

[0064] Embodiment 4:

[0065] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 57%.

[0066] Embodiment five:

[0067] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 57%.

[0068] Embodiment six:

[0069] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 63%.

[0070] Embodiment seven:

[0071] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 67%.

[0072] Embodiment eight:

[0073] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 63%.

[0074] Embodiment nine:

[0075] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 66%.

[0076] Embodiment ten:

[0077] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 52%.

[0078] Embodiment eleven:

[0079] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 61%.

[0080] Embodiment 12:

[0081] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 59%.

[0082] Embodiment 13:

[0083] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 65%.

[0084] Embodiment 14:

[0085] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 36%.

[0086] Embodiment 15:

[0087] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 31%.

[0088] Embodiment 16:

[0089] The difference between this embodiment and embodiment 1 is that the substrate used is β,γ-unsaturated ketone compound 2a The synthesized product is fluoroamide compound 2b The yield was 30%.

[0090] From the above, it can be seen that β,γ-unsaturated ketones containing electron-donating substituents such as methyl (2c), ethyl (3c), tert-butyl (4c), and methoxy (5c) can all achieve 1,2-acyl migration fluorination and amination reactions under the electrochemical conditions with medium or higher yields. β,γ-unsaturated ketone substrates containing electron-withdrawing groups such as sulfone (6c), trifluoromethyl (7c), ester (8c), and carbonyl (9c) also successfully achieved the above transformations. In addition, the reaction substrates can also be extended to sulfur-containing heterocycles, oxygen-containing heterocycles, and active structures such as ibuprofen derivatives (14c), L-menthol derivatives (15c), and diacetone-D-galactose derivatives (16c), all of which can successfully synthesize the corresponding fluoroamide compounds. This provides a new green electrochemical synthesis method for the derivatization and functionalization of other related similar acid and alcohol drug molecules in the future.

[0091] Therefore, the method disclosed in the present application for preparing fluoroamide compounds by electrochemically catalyzing the 1,2-acyl migration of β,γ-unsaturated ketone compounds has good functional group tolerance, can be used to synthesize some structurally complex fluoroamide bioactive molecules, and is an important method for efficiently constructing drug molecules containing both fluoro groups and amide group structural units, reflecting its practical value.

[0092] It will be apparent to those skilled in the art that the invention is not limited to the details of the exemplary embodiments described above and that the invention can be implemented in other specific forms without departing from the spirit or essential features of the invention. Therefore, the embodiments should be considered exemplary and non-limiting in all respects, and the scope of the invention is defined by the appended claims rather than the foregoing description, and it is intended that all variations falling within the meaning and scope of the equivalent elements of the claims be included in the invention. Any reference numeral in a claim should not be considered as limiting the claim to which it relates.

[0093] In addition, it should be understood that although the present specification is described according to implementation modes, not every implementation mode contains only one independent technical solution. This description of the specification is only for the sake of clarity. Those skilled in the art should regard the specification as a whole. The technical solutions in each embodiment may also be appropriately combined to form other implementation modes that can be understood by those skilled in the art.

Claims

1. A method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin difunctionalization reaction, characterized in that The method is specifically carried out in the following steps:

1. Place an anode electrode and a cathode electrode in a three-necked flask, add β,γ-unsaturated ketone compound, fluorine reagent, nBu4NBF4 and H2O under nitrogen atmosphere, then add ultra-dry solvent and seal the system; 2. Stir the closed system in step 1 at room temperature and continue to pass a constant current to obtain a crude product; 3. The crude product obtained in step 2 is subjected to reduced pressure distillation to remove the solvent, and then separated and purified by thin layer chromatography to obtain a fluoroamide compound.

2. A method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin bifunctionalization reaction according to claim 1, characterized in that The fluorine reagent in step 1 is Zn(SO2CF3)2.

3. The method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin bifunctionalization reaction according to claim 1, characterized in that The β,γ-unsaturated ketone compound in step 1 is 4. The method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin bifunctionalization reaction according to claim 1, characterized in that The ultra-dry solvent in step 1 is acetonitrile MeCN.

5. The method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin bifunctionalization reaction according to claim 1, characterized in that In step 1, the ratio of the β,γ-unsaturated ketone compound to the ultra-dry solvent is 0.2mmol:3mL; the ratio of the fluorine reagent to the ultra-dry solvent is 0.4mmol:3mL; the ratio of nBu4NBF4 to the ultra-dry solvent is 0.1mmol:1mL; and the ratio of H2O to the ultra-dry solvent is 2mmol:3mL.

6. The method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin bifunctionalization reaction according to claim 1, characterized in that In step 1, the anode electrode is a platinum sheet rod electrode, and the cathode electrode is a nickel foam sheet electrode.

7. The method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin bifunctionalization reaction according to claim 1, characterized in that Step 2: The current of the constant current is controlled to be 2 mA, the room temperature is 25° C., and the power-on time is 24 h.

8. The method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin bifunctionalization reaction according to claim 1, characterized in that In step 2, TLC was used to monitor the reaction progress.

9. A method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin bifunctionalization reaction according to claim 8, characterized in that A new sample point is generated at the ratio shift value Rf=0.

3.

10. The method for preparing fluoroamide compounds by electrocatalytic acyl migration and olefin bifunctionalization reaction according to claim 1, characterized in that The solvent used for the thin layer chromatography separation and purification in step 3 is a mixed solvent of petroleum ether and dichloromethane in a volume ratio of 1:3.

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