Electrochemical catalytic synthesis method of aziridine compounds

Abstract

The invention relates to an electrochemical catalytic synthesis method of aziridine compounds. The method comprises the following steps: by employing N-aminophthalimide and styrene or cycloolefin as raw materials in a single-room electrolytic tank, in electrolyte, employing halogenated tetra-alkylamine or alkali halide as an electrocatalyst, by employing lithium perchlorate or triethylamine / acetic acid as an supporting electrolyte, electrolyzing in the presence of alkali, wherein the reaction temperature is 0-40 DEG C, the current density is 4-12 mA / cm<2>, and thus obtaining the aziridine compounds after being electrified with the electric quantity of 2.5-3.5 F / mol. According to the electrochemical catalytic synthesis method of aziridine compounds, an indirect electrolysis method of electrochemical catalysis which is simple to operate is firstly employed to synthesize the aziridine compounds, the single-room electrolytic tank is used, constant-current electrolysis is employed, and glassy carbon electrodes are used as working electrodes, so that the conversion of the double-room electrolytic tank to the single-room electrolytic tank is achieved, and meanwhile, as the working electrodes are changed to be the glassy carbon electrodes in stead of previously used expensive platinum electrodes, the cost is greatly reduced, and the operation is much simpler, thus being more suitable for industrial production.

Description

Technical field [0001] The invention relates to an electrochemical catalytic synthesis method of aziridine compounds. Background technique [0002] The 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 to synthesize aziridine compounds. Yudin et al. (Ref.Yudin.et al.J.Am.Chem.Soc.,2002,124,530-531; Yudin.et al.J.Org.Chem.,2005,70,932-937.) reported a practical The aziridine reaction of type olefins. The method is to use platinum sheet as anode and acetonitrile solution of triethylamine / acetic acid as supporting electrolyte in a two-chamber electrolytic cell. Under the condition of controlled potential (1.8V relative to silver wire), olefin compounds and N- The amino phthalimide reacts to generate aziridine compounds. The main problems of this method are as follows: [0004] (1) This method must be carried out in a ...

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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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