TiCl4-Catalyzed indirect anti-markovnikov hydration of alkynes: Application to the synthesis of benzo[b]furans

Abstract

An efficient methodology for the indirect anti-Markovnikov hydration of unsymmetrically substituted terminal and internal alkynes is based on TiCl4-catalyzed hydroamination reactions. Its application to ortho-alkynylhaloarenes, followed by a copper-catalyzed O-arylation, provides flexible access to substituted benzo[b]furans.