DOI: 10.1021/acs.joc.6c01999 ISSN: 0022-3263

Electrochemically Induced Three-Component Synthesis of Substituted 5-Aminotetrazoles from Isocyanides, Amines, and Azides

Hong-Yu Wu, Bing Li, Lin Zhang, Jun Luo

Abstract

A facile one-pot electrochemically induced addition–cyclization reaction of isocyanides, amines, and trimethylsilyl azide (TMSN3) has been established for the construction of diversely substituted 5-aminotetrazoles. This protocol enables efficient C–N and N–N bond formation under mild conditions, avoiding transition-metal catalysts and external oxidants. The reaction exhibits a broad substrate scope and good functional group compatibility, while a gram-scale experiment demonstrates the scalability of this electrochemical protocol.

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