Reaction engineering and photophysical studies of fully enriched C-vinyl-1,2,3-triazoles

Abstract

For the first time, an enolate-mediated organocatalytic fluorogenic formal [3 + 2]-cycloaddition of (E)-1,4-diarylbut-3-en-1-ones and aryl azides is reported. The mild metal-free catalytic conditions of this reaction allowed us to synthesize a library of pure fluorescent coumarin-triazole dyes. It is an efficient formal [3 + 2]-cycloaddition for the synthesis of fully decorated C-vinyl-1,2,3-triazoles with excellent outcomes with reference to the rate, yield, selectivity, operation simplicity, substrate scope, and photophysical applications.