An electrochemical tandem Michael addition, azidation and intramolecular cyclization strategy for the synthesis of imidazole derivatives

An electrochemical-oxidation-induced intramolecular annulation used for the synthesis of imidazole was developed under undivided electrolytic conditions. In an undivided cell, amines, alkynes and azides could smoothly participate in the transformation to furnish a variety of substituted imidazoles through the tandem Michael addition/azide/cycloamine reaction. The reaction could be easily handled and avoided the use of both transition metal catalysts and peroxide reagents, which is in line with the concept of green chemistry.

Automated summary

An electrochemical-oxidation-induced intramolecular annulation method was developed for the synthesis of imidazole. This method allowed amines, alkynes, and azides to smoothly participate in the reaction, resulting in various substituted imidazoles through a tandem Michael addition/azide/cycloamine reaction. The reaction was easily conducted without the need for transition metal catalysts and peroxide reagents, demonstrating its adherence to the principles of green chemistry.