Versatile Synthesis of 1,1-Diaryl-1-alkenes Using Vinylboronate Ester as a Platform

Abstract

A sequence of double Mizoroki-Heck reaction of vinylboronate pinacol ester with aryl halides followed by Suzuki-Miyaura coupling of thus-generated b,b-diarylvinylboronate esters with alkyl halides produces pharmaceutically important 1,1-diaryl-1-alkenes very efficiently. In the Pd-catalyzed Suzuki-Miyaura coupling step, the use of bulky electron-rich ligands such as P(t-Bu) 2 Me and PCy 2 (t-Bu) were found to be very effective.