Photocatalytic generation of 1,4-disubstituted 1,2,3-triazoles under metal, oxidant and azide-free conditions

Abstract

Available online A mild and efficient photocatalytic-induced radical method has been developed for [4 ​+ ​1] cycloaddition reaction of 1,4-disubstituted 1,2,3-triazoles with N-tosylhydrazides and primary amines. The reaction is catalyzed by 20 ​mol% of I₂ under metal, azide and oxidant-free conditions. The method is based upon the photocatalytic generation of allyl-type radicals, followed by the iodine-catalyzed production of azoalkenes, which react rapidly with various anilines.