N²-Selective β-Thioalkylation of Benzotriazoles with Alkenes

Abstract

Herein, N²-selective β-thioalkylation of benzotriazoles with unactivated alkenes and styrenes is reported. The N²-selective β-thioalkylation of benzotriazoles is highly stereospecific and works under simple and mild conditions, exhibiting excellent functional group tolerance. The high N²-selectivity is a consequence of the combination of hydrogen bonding and Lewis acid/base activation, which reverses the N²-position to be favored for alkylation.