Method for synthesizing 1, 3-arylamine compound through electro-catalysis mode

Abstract

The invention relates to research on an arylation amination reaction of aryl cyclopropane. An aryl cyclopropane compound is reacted with terephthalonitrile and pyrazole through electro-catalysis. The preparation method comprises the following steps: 1, adding aryl cyclopropane, terephthalonitrile, a pyrazole compound, cesium carbonate, tris (4-bromobenzene) amine and tetraethylammonium tetrafluoroborate into a three-mouth reaction bottle with magnetons; step 2, slowly adding ultrapure acetonitrile and graphite as positive and negative electrode materials in a nitrogen atmosphere, reacting at room temperature under the condition of constant current of 5mA, stirring and reacting at room temperature, monitoring the reaction through TLC (Thin Layer Chromatography), and stopping the reaction after the arylcyclopropane is completely reacted; and 3, transferring the mixture obtained in the step 2 into a reaction bottle, concentrating the solvent by using a rotary evaporator, and separating and purifying the obtained crude product by using a silica gel column to obtain a corresponding arylated aminated product. Compared with a traditional synthesis method, the method has the advantages that the reaction condition is mild, the reaction can be carried out under the room temperature condition, the yield and the chemical selectivity are good, indirect electrochemical oxidation is used in the reaction, the reaction is transferred from an electrode to a solution, and the coupling effect of anodic oxidation and cathode reduction is utilized at the same time.

Description

Technical Field

[0001] The invention belongs to the field of organic chemistry, and specifically relates to a method for synthesizing 1,3-arylamine compounds by electrocatalysis. Background Art

[0002] 1,3-Aromatic amination compounds are widely present in nature, and they have broad application prospects in many fields such as biomedicine and organic chemical synthesis. There are two main methods for the ring-opening synthesis of 1,3-difunctionalized products from non-activated cyclopropanes. One method relies on the oxidative addition of transition metals, but these reactions are limited to ring-opening rearrangements or cycloaddition reactions, and require specific directing groups for regioselective ring-opening functionalization; the other method relies on electrophilic activation of Lewis acidic species, and most of the transformations are limited to electrophilic addition reactions. In summary, these methods for synthesizing 1,3-difunctionalized products have certain disadvantages, such as harsh reaction conditions, low product yields, long reaction times, the use of toxic reagents, and low regioselectivity. This method uses electrocatalysis as a means, uses aryl cyclopropane, terephthalonitrile and pyrazole derivatives as raw materials, and effectively synthesizes 1,3-aryl nitrile pyrazole compounds with a single configuration. The reagents used in this method are highly stable, and no redox agent is required during the reaction. The reaction yield and the reaction have a wide range of applications. Summary of the invention

[0003] The purpose of the present invention is to provide an effective method for synthesizing 1,3-arylamine compounds, which solves the shortcomings of traditional synthesis methods, such as the need to add transition metal catalysts or Lewis acids in the reaction process and poor chemical selectivity, through electrocatalysis. The method uses arylcyclopropane, terephthalonitrile and pyrazole derivatives as raw materials through electrocatalysis to effectively synthesize 1,3-arylamine compounds with a single configuration, and the reagents used in the method are highly stable, no additional catalyst or oxidant is required during the reaction, the oxidation potential can be adjusted autonomously, and the reaction has a wide range of adaptability.

[0004] In order to solve the technical problem of the present invention, the proposed technical solution is: a method for synthesizing 1,3-arylamine compounds by electrochemical means, comprising the following steps:

[0005] Step 1: Add aryl cyclopropane derivatives (Formula 1), terephthalonitrile (Formula 2), pyrazole and its derivatives (Formula 3) and tetraethylammonium tetrafluoroborate into a dry bottle with a magnet, and add a graphite positive electrode and a graphite negative electrode;

[0006] Step 2, slowly add ultra-dry acetonitrile solution under nitrogen atmosphere, apply direct current power and stir to react at room temperature, and stop the reaction when the aryl cyclopropane derivative (Formula 1) is completely reacted;

[0007] Step 3, transferring the mixture obtained in step 2 to a reaction bottle, and then drying the reaction filtrate by rotary evaporation under low pressure, and finally separating and purifying the obtained crude product by silica gel column to obtain the corresponding 1,3-aryl nitrile pyrazole compound (Formula 4);

[0008] The specific reaction route is as follows:

[0009]

[0010] Where R 1 is: alkyl, alkoxy, halogen; R 2 is: methyl; R 3 is: H, methyl; R 4 For: halogen, methyl.

[0011] Preferably, the cyclopropane derivatives are selected from aromatic cyclopropanes.

[0012] Preferably, the terephthalonitrile is selected from terephthalonitrile

[0013] Preferably, pyrazole and its derivatives are pyrazole nucleophiles.

[0014] Preferably, the reaction temperature is 30 degrees; the reaction time is 6 hours.

[0015] Preferably, the reaction molar ratio is arylcyclopropane derivative: terephthalonitrile: pyrazole and its derivatives = 3:1:3

[0016] Preferably, the electrodes are a graphite positive electrode and a graphite negative electrode.

[0017] Preferably, in step 2, a 5 mA DC power supply is applied at 30 degrees and the reaction is stirred.

[0018] The specific experimental scheme of the present invention is as follows:

[0019] The electrocatalytic synthesis method of 1,3-aryl nitrile pyrazole compounds is as follows:

[0020] Step 1: put aromatic three-membered ring formula 1 (0.6mmol, 3equiv), terephthalonitrile formula 2 (0.2mmol, 1equiv), pyrazole compound formula 3 (0.6mmol, 3equiv), cesium carbonate (0.6mmol, 3equiv), tri(4-bromophenyl)amine (30mol%, 0.03mmol) and tetraethylammonium tetrafluoroborate (0.2mmol, 1equiv) into a three-necked bottle with a magnet, and graphite is used as the positive and negative electrode materials;

[0021]

[0022] Step 2: slowly add 4 ml of ultra-dry acetonitrile solution under nitrogen atmosphere, apply 5 mA DC power supply at room temperature and stir to react, and stop the reaction when the aryl cyclopropane derivative (Formula 1) is completely reacted;

[0023] Step three, transfer the mixture obtained in step two to a reaction bottle, and then spin-dry the reaction filtrate using a rotary evaporator under low pressure, and finally separate and purify the obtained crude product using a silica gel column to obtain the corresponding 1,3-aryl nitrile pyrazole compound as shown in formula four.

[0024]

[0025] In formula 1 and formula 3, R1 is: alkyl, methoxy, or halogen.

[0026] In formula 2 and formula 3, R2 is: halogen, phenyl, or ester group.

[0027] In step 2, the reaction was monitored by TLC plate and the reaction time was 6 h.

[0028] The 1,3-aryl amination product obtained in step three is a product of single configuration.

[0029] Compared with the prior art, the present invention has the following beneficial effects:

[0030] 1. The reaction system of the present invention is simple, the selected substrate is stable and easy to obtain, and the preparation cost is low.

[0031] 2. The reaction system of the present invention is clean, the conversion rate is high, and the product is easy to separate.

[0032] 3. The method used in the present invention has wide applicability. Most common pyrazole derivatives are applicable to this method. The substrate has wide applicability. A series of 1,3-arylamine compounds can be prepared according to this method.

[0033] 4. The 1,3-arylamine compounds synthesized by the present invention are a class of compounds with novel structures and have broad prospects in the research and development of drugs and materials. BRIEF DESCRIPTION OF THE DRAWINGS

[0034] In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings required for use in the embodiments or the description of the prior art are briefly introduced below.

[0035] Figure 1 is the NMR of compound 1 in the embodiment of the present invention 1 H spectrum;

[0036] Figure 2 is the NMR of compound 1 in the embodiment of the present invention 13 C spectrum;

[0037] Figure 3 is the NMR of compound 2 in the embodiment of the present invention 1 H spectrum;

[0038] Figure 4 is the NMR of compound 2 in the embodiment of the present invention 13 C spectrum

[0039] Figure 5 is the NMR of compound 6 in the embodiment of the present invention 1 H spectrum;

[0040] Figure 6 is the NMR of compound 6 in the embodiment of the present invention 13 C spectrum;

[0041] Figure 7 is the NMR of compound 7 in the embodiment of the present invention 1 H spectrum;

[0042] Figure 8 is the NMR of compound 7 in the embodiment of the present invention 13 C spectrum;

[0043] Fig. 9 is the NMR of compound 8 in the embodiment of the present invention 1 H spectrum;

[0044] Fig.10 is the NMR of compound 8 in the embodiment of the present invention 13 C spectrum; DETAILED DESCRIPTION

[0045] In order to make the purpose, technical solution and advantages of the present invention more clearly understood, the present invention is further described in detail below in conjunction with the accompanying drawings and embodiments. It should be understood that the specific embodiments described herein are only used to explain the present invention and are not intended to limit the present invention.

[0046] The method of the invention can synthesize various types of 1,3-arylamine compounds through the same mechanism according to the different structures of reaction substrates.

[0047] (1) Using arylcyclopropane as template substrate, different types of pyrazole compounds were used to discuss the practicality of the method. The specific reaction equation is as follows:

[0048]

[0049] Wherein, R1 is hydrogen, halogen, methyl, and the specific structural formula is as above.

[0050] (2) Using pyrazole as a template substrate, different types of cyclopropane compounds were used to discuss the practicality of the method. The specific reaction equation is as follows:

[0051]

[0052] Wherein, R1 is alkoxy, halogen, three-membered ring, wherein, R2, R 3. It is a methyl group, and its specific structural formula is as above.

[0053] Example 1

[0054] This example is used to prepare 4-(1-(4-methoxyphenyl)-3-methyl-3-(1H-pyrazol-1-yl)butyl)benzonitrile, and the specific operation is as follows:

[0055]

[0056] 1-(2,2-dimethylcyclopropyl)-4-methoxybenzene (0.6mmol, 3.0eq.), pyrazole (0.6mmol, 3.0eq.), terephthalonitrile (0.2mmol, 1.0eq.), anhydrous cesium carbonate (0.6mmol, 3.0eq.), tri(4-bromophenyl)amine (0.03mmol, 30mol%) and tetraethylammonium tetrafluoroborate (0.2mmol, 1.0eq.) were weighed into a 25mL dry three-necked reaction bottle in sequence, and 4mL ultrapure acetonitrile was added. Graphite was used as the positive and negative electrodes of the reaction to be fixed on the rubber stopper and plugged into the reaction bottle, and a constant current of 5mA was set. After the reaction reached the end point by TLC plate, the reaction solution was filtered using a sand core funnel, and the silica gel was rinsed three times with dichloromethane. The filtrate was evaporated under reduced pressure to obtain a crude product, and the pure product was separated by column chromatography using ethyl acetate / petroleum ether as eluent.

[0057] The results of H NMR spectrum determination of 4-(1-(4-methoxyphenyl)-3-methyl-3-(1H-pyrazol-1-yl)butyl)benzonitrile are 1 H NMR (400MHz, Chloroform-d) δ7.50 (d, J=1.7Hz, 1H), 7.44 (d, J=8.3Hz, 2H), 7.31 (d, J=2.3Hz, 1H), 7.16 (d, J=8.3Hz, 2H), 7.02 (d, J=8.7Hz, 2H), 6.77 (d, J= 8.7Hz, 2H), 6.13 (t, J=2.1Hz, 1H), 3.74 (s, 3H), 3.56 (d, J=13.3Hz, 1H), 2.76 (dd, J=14.4, 6.3Hz, 1H), 2.60 (dd, J=14.4, 7.0Hz, 1H), 1.47 (d, J=9.4Hz, 6H).

[0058] The results of the carbon NMR spectrum of 4-(1-(4-methoxyphenyl)-3-methyl-3-(1H-pyrazol-1-yl)butyl)benzo-nitrile are 13 C NMR (101MHz, Chloroform-d) δ158.29, 151.09, 139.16, 135.61, 132.25, 128.71, 128.3 7, 126.60, 119.10, 114.18, 109.63, 104.76, 60.80, 55.28, 48.07, 46.81, 29.60, 27.59.

[0059] Example 2

[0060] This example is used to prepare 4-(1-(4-methoxyphenyl)-3-methyl-3-(4-methyl-1H-pyrazol-1-yl)butyl)benzonitrile, and the specific operation is as follows:

[0061]

[0062] 1-(2,2-dimethylcyclopropyl)-4-methoxybenzene (0.6mmol, 3.0eq.), 4-methylpyrazole (0.6mmol, 3.0eq.), terephthalonitrile (0.2mmol, 1.0eq.), anhydrous cesium carbonate (0.6mmol, 3.0eq.), tri(4-bromophenyl)amine (0.03mmol, 30mol%) and tetraethylammonium tetrafluoroborate (0.2mmol, 1.0eq.) were weighed into a 25mL dry three-necked reaction bottle in sequence, and 4mL ultrapure acetonitrile was added. Graphite was used as the positive and negative electrodes of the reaction to be fixed on the rubber stopper and plugged into the reaction bottle, and a constant current of 5mA was set. After the reaction reached the end point by TLC plate, the reaction solution was filtered using a sand core funnel, and the silica gel was rinsed three times with dichloromethane. The filtrate was evaporated under reduced pressure to obtain a crude product, and the pure product was separated by column chromatography using ethyl acetate / petroleum ether as eluent.

[0063] right

[0064] The results of H NMR spectrum of 4-(1-(4-methoxyphenyl)-3methyl-3-(4-methyl-1H-pyrazol-1-yl)butyl)benzonitrile are 1H NMR (400 MHz, Chloroform-d) δ 7.45 (d, J = 8.6 Hz, 2H), 7.17 (d, J = 8.2 Hz, 2H), 7.06-7.02 (m, 3H), 6.78 (d, J = 8.8 Hz, 2H), 3.75 (s, 3H), 3.65 (t, J = 6.7 Hz, 1H), 2.74 (dd, J = 14.4, 6.6 Hz, 1H), 2.56 (dd, J = 14.4, 6.9 Hz, 1H), 1.98 (s, 3H), 1.46 (d, J = 5.8 Hz, 6H). The results of the carbon NMR spectrum of 4-(1-(4-methoxyphenyl)-3methyl-3-(4-methyl-1H-pyrazol-1-yl)butyl)benzonitrile are as follows: 13 C NMR (101MHz, Chloroform-d) δ158.37, 151.11, 139.40, 135.80, 132.20, 128.75, 128.48, 1 25.59, 119.13, 115.24, 114.22, 109.65, 60.46, 55.35, 48.24, 46.90, 29.57, 27.57, 8.97.

[0065] Example 3

[0066] In this example, 4-(1-(4-(tert-butyl)phenyl)-3-methyl-3-(1H-pyrazol-1-yl)butyl)

[0067] The preparation of benzonitrile is as follows:

[0068]

[0069] 1-(2,2-dimethylcyclopropyl)-4-tert-butylbenzene (0.6mmol, 3.0eq.), pyrazole (0.6mmol, 3.0eq.), terephthalonitrile (0.2mmol, 1.0eq.), anhydrous cesium carbonate (0.6mmol, 3.0eq.), tri(4-bromophenyl)amine (0.03mmol, 30mol%) and tetraethylammonium tetrafluoroborate (0.2mmol, 1.0eq.) were weighed into a 25mL dry three-necked reaction bottle in sequence, and 4mL ultrapure acetonitrile was added. Graphite was used as the positive and negative electrodes of the reaction to be fixed on the rubber stopper and plugged into the reaction bottle, and a constant current of 5mA was set. After the reaction reached the end point by TLC plate, the reaction solution was filtered using a sand core funnel, and the silica gel was rinsed three times with dichloromethane. The filtrate was evaporated under reduced pressure to obtain a crude product, and the pure product was separated by column chromatography using ethyl acetate / petroleum ether as eluent.

[0070] The results of H NMR spectrum determination of 4-(1-(4-(tert-butyl)phenyl)-3-methyl-3-(1H-pyrazol-l-yl)butyl)benzonitrile are 1 H NMR (400MHz, Chloroform-d) δ7.48 (d, J=2.3Hz, 1H), 7.46 (d, J=8.5Hz, 2H), 7.31 (d, J=1.7Hz, 1H), 7.24 (d, J=8.5Hz, 2H), 7.20 (d, J=8.2Hz, 2H), 7.03 (d, J =8.3Hz, 2H), 6.11 (t, J = 2.1Hz, 1H), 3.62 (t, J = 6.6Hz, 1H), 2.80 (dd, J = 14.4, 7.1Hz, 1H), 2.64 (dd, J=14.4, 6.3Hz, 1H), 1.49 (d, J=2.9Hz, 6H), 1.26 (s, 9H).

[0071] For 4-(1-(4-(tert-butyl)phenyl)-3-methyl-3-(1H-pyrazol-1-y1)butyl)

[0072] The carbon spectrum of benzonitrile is 13 C NMR (101MHz, Chloroform-d) δ150.79, 149.64, 140.65, 139.16, 132.30, 128.58, 127.31, 1 26.60, 125.78, 119.18, 109.76, 104.81, 60.84, 48.11, 47.33, 34.49, 31.43, 29.42, 27.84.

[0073] Embodiment 4

[0074] In this example, 4-(1-(4-cyclopropylphenyl)-3-methyl-3-(1H-pyrazol-1-yl)butyl)

[0075] The preparation of benzonitrile is as follows:

[0076]

[0077] 1-(2,2-dimethylcyclopropyl)-4-cyclopropylbenzene (0.6mmol, 3.0eq.), pyrazole (0.6mmol, 3.0eq.), terephthalonitrile (0.2mmol, 1.0eq.), anhydrous cesium carbonate (0.6mmol, 3.0eq.), tri(4-bromophenyl)amine (0.03mmol, 30mol%) and tetraethylammonium tetrafluoroborate (0.2mmol, 1.0eq.) were weighed into a 25mL dry three-necked reaction bottle in sequence, and 4mL ultrapure acetonitrile was added. Graphite was used as the positive and negative electrodes of the reaction to be fixed on the rubber stopper and plugged into the reaction bottle, and a constant current of 5mA was set. After the reaction reached the end point as judged by the TLC plate, the reaction solution was filtered using a sand core funnel, and the silica gel was rinsed three times with dichloromethane. The filtrate was evaporated under reduced pressure to obtain a crude product, and the pure product was separated by column chromatography using ethyl acetate / petroleum ether as the eluent.

[0078] For 4-(1-(4-cyclopropylphenyl)-3-methyl-3-(1H-pyrazol-1-y1)butyl)

[0079] The results of Benzonitrile H NMR spectrum are 1 H NMR (400MHz, Chloroform-d) δ7.50 (d, J=2.5Hz, 1H), 7.45 (d, J=8.6Hz, 2H), 7.32 (d, J=3.1H z, 1H), 7.17 (d, J=8.3Hz, 2H), 7.00 (d, J=8.4Hz, 2H), 6.94 (d, J=8.4Hz, 2H), 6.16-6.11 (m, 1 H), 3.59 (t, J=6.6Hz, 1H), 2.79 (dd, J=14.4, 6.5Hz, 1H), 2.62 (dd, J=14.4, 6.8Hz, 1H), 1.82 (ddd, J=13.5, 8.4, 5.1Hz, 1H), 1.48 (d, J=6.4Hz, 6H), 0.94-0.90 (m, 2H), 0.65-0.60 (m, 2H).

[0080] For 4-(1-(4-cyclopropylphenyl)-3-methyl-3-(1H-pyrazol-1-yl)butyl)

[0081] The results of Benzonitrile carbon NMR spectrum are as follows: 13C NMR (101MHz, Chloroform-d) 6150.97, 142.64, 140.69, 139.19, 132.30, 128.51, 127. 69, 126.60, 126.16, 109.79, 104.82, 60.90, 48.08, 47.36, 29.64, 27.68, 15.07, 9.32.

[0082] Example 5

[0083] This example is used to prepare 4-(1-(3-bromo-4-methoxyphenyl)-3-methyl-3-(1H-pyrazoI-1-yl)butyl)benzonitrile, and the specific operation is as follows:

[0084]

[0085] 1-(2,2-dimethylcyclopropyl)-3-bromo-4-cyclopropylbenzene (0.6mmol, 3.0eq.), pyrazole (0.6mmol, 3.0eq.), terephthalonitrile (0.2mmol, 1.0eq.), anhydrous cesium carbonate (0.6mmol, 3.0eq.), tri(4-bromophenyl)amine (0.03mmol, 30mol%) and tetraethylammonium tetrafluoroborate (0.2mmol, 1.0eq.) were weighed into a 25mL dry three-necked reaction bottle in sequence, and 4mL ultrapure acetonitrile was added. Graphite was used as the positive and negative electrodes of the reaction to be fixed on the rubber stopper and plugged into the reaction bottle, and a constant current of 5mA was set. After the reaction reached the end point by TLC plate, the reaction solution was filtered using a sand core funnel, and the silica gel was rinsed three times with dichloromethane. The filtrate was evaporated under reduced pressure to obtain a crude product, and the pure product was separated by column chromatography using ethyl acetate / petroleum ether as eluent.

[0086] The results of H NMR spectrum of 4-(1-(3-bromo-4-methoxyphenyl)-3-methyl-3-(1H-pyrazol-1-yl)butyl)Benzonitrile are 1H NMR (400MHz, Chloroform-d) δ7.50 (d, J=1.9Hz, 1H), 7.48 (d, J=8.5Hz, 2H), 7.29 (dd, J=14.6, 2.3Hz, 2H), 7.17 (d, J=8.4Hz, 2H), 7.01 (dd, J=8.5, 2.3Hz, 1H), 6.7 7 (d, J=8.6Hz, 1H), 6.13 (t, J=2.1Hz, 1H), 3.84 (s, 3H), 3.59 (t, J=6.7Hz, 1H), 2. 74 (dd, J=14.4, 6.4Hz, 1H), 2.64 (dd, J=14.4, 7.0Hz, 1H), 1.50 (d, J=3.2Hz, 6H).

[0087] The results of the carbon NMR spectrum of 4-(1-(3-bromo-4-methoxyphenyl)-3-methyl-3-(1H-pyrazol-1-y1)butyl)Benzonitrile are as follows: 13 C NMR (101MHz, Chloroform-d) δ154.67, 150.37, 139.24, 137.17, 132.43, 128.39, 127.71, 12 6.55, 118.96, 112.14, 111.95, 110.08, 104.90, 60.68, 56.35, 47.90, 46.59, 29.22, 28.08.

[0088] The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention. Any modifications, equivalent substitutions and improvements made within the spirit and principles of the present invention should be included in the protection scope of the present invention.

Claims

1. A method for completing the arylation amination reaction of arylcyclopropane by electrochemical means, characterized in that: The following steps are involved: Step 1: Add an aryl cyclopropane derivative (Formula 1), terephthalonitrile (Formula 2), a pyrazole derivative (Formula 3) and tetraethylammonium tetrafluoroborate into a dry bottle containing a magnet, and add a graphite positive electrode and a graphite negative electrode; Step 2, slowly add ultrapure acetonitrile under a nitrogen atmosphere, apply a DC power supply and stir the reaction at room temperature, and stop the reaction when the aryl cyclopropane derivative (Formula 1) is completely reacted; Step 3, transferring the mixture obtained in step 2 to a reaction bottle, spinning the solvent with a rotary evaporator, and finally separating and purifying the obtained crude product with a silica gel column to obtain an arylation amination reaction product of an arylcyclopropane (Formula 4); The specific reaction equation is as follows: Where R 1 is: alkyl, alkoxy, halogen; R 2 is: methyl; R 3 is: H, methyl; R 4 For: halogen, methyl.

2. The method for synthesizing 1,3-aryl amination products according to claim 1, characterized in that: The arylcyclopropane derivatives are selected from arylcyclopropanes with alkyl, alkoxy and halogen at the para, ortho and meta positions of the phenyl group, and the pyrazole derivatives are selected from pyrazoles with methyl or halogen at the 4 position.

3. The method for synthesizing 1,3-aryl amination products by electrochemical means according to claim 1, characterized in that: The reaction temperature is 30 degrees; the reaction time is 6 hours.

4. The method for synthesizing 1,3-aryl amination products by electrochemical means according to claim 1, characterized in that: The reaction molar ratio is arylcyclopropane derivative: terephthalonitrile: pyrazole and its derivatives=3:1:

3.

5. The method for synthesizing 1,3-aryl amination products by electrochemical means according to claim 1, characterized in that: The electrodes are a graphite positive electrode and a graphite negative electrode.

6. The method for synthesizing 1,3-aryl amination products by electrochemical means according to claim 1, characterized in that: In step 2, a 5 mA DC power supply was applied at room temperature and the reaction was stirred.

7. The method for synthesizing 1,3-aryl amination products by electrochemical means according to claim 1, characterized in that: The organic solvent is selected from ultrapure acetonitrile.

8. The method for synthesizing 1,3-aryl amination products by electrochemical means according to claim 1, characterized in that: The electrolyte is tetraethylammonium tetrafluoroborate.

9. The method for synthesizing 1,3-aryl amination products by electrochemical means according to claim 1, characterized in that: The single-electron oxidant is tri(4-bromophenyl)amine, and the base is cesium carbonate.

Images