Electrochemical catalytic synthesis method of aziridine compounds

Abstract

The invention relates to an electrochemical preparation method of aziridine compounds. The method is to use N-aminophthalimide and styrene or cycloolefin as raw materials in a single-chamber electrolytic cell, and in the electrolyte, use tetraalkylamine halides or alkali metal halides as electrocatalysts, Using lithium perchlorate or triethylamine / acetic acid as a supporting electrolyte, electrolyze in the presence of alkali, the reaction temperature is 0-40°C, the current density is 4-12mA / cm2, and nitrogen is obtained after passing through 2.5-3.5F / mol of electricity Cyclopropane compounds. The method of the present invention first adopts the indirect electrolysis method of electrochemical catalysis, which is simple to operate, to synthesize aziridine compounds, and uses a single-chamber electrolytic cell, adopts constant current electrolysis and uses a glassy carbon electrode as a working electrode, and realizes a double-chamber electrolysis At the same time, the working electrode is changed from the expensive platinum electrode to the glassy carbon electrode, which greatly reduces the cost, simplifies the operation, and is more suitable for industrial production.

Description

technical field [0001] The invention relates to an electrochemical catalytic synthesis method of aziridine compounds. Background technique [0002] Aziridine compounds are widely used in medicinal chemistry and synthetic chemistry, so the synthesis of these compounds has always been the focus of attention. [0003] Electrochemical oxidation is one of the methods for the synthesis of aziridine compounds. Yudin et al. (Ref.Yudin.etal.J.Am.Chem.Soc.,2002,124,530-531; Yudin.etal.J.Org.Chem.,2005,70,932-937.) reported a practical olefin aziridine reaction. The method is in a double-chamber electrolytic cell, with a platinum sheet as the anode and acetonitrile solution of triethylamine / acetic acid as the supporting electrolyte. Under the condition of controlled potential (1.8V relative to the silver wire), the olefin compound and N- Aminophthalimide reacts to generate aziridine compounds. The main problems of this method are as follows: [0004] (1) The method must be perform...

AI Technical Summary

Problems solved by technology

The structure of the double-chamber electrolytic cell is complicated, and the cost of equipment is high; the internal resistance of the double-chamber electrolytic cell is large, the decomposition voltage required for electrolysis is large, and the energy consumption is high; the diaphragm (partition) used in the double-chamber electrolytic cell has a limited life and needs to be replaced regularly;

[0005] (2) Since this method adopts a constant potential electrolysis method, uses a three-electrode system, and precisely controls the potential between the working electrode and the reference electrode through the electrochemical workstation for direct electrolysis, the electrolysis device is complex, with many influencing factors, and expensive electrodes are required. Chemical workstation (potentiometer), not suitable for industrial production;

[0006] (3) This method must use an expensive platinum electrode as the working electrode, so the cost is high

[0007] At present, the electrochemical catalytic synthesis method of aziridine compounds under single-chamber electrolytic cell and constant current condition has not been reported in the literature at home and abroad.

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