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 β,β-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)₂Me and PCy₂(t-Bu) were found to be very effective.

Key words

palladium catalyst - Mizoroki-Heck reaction - Suzuki-Miyaura coupling - vinylboronate ester - alkyl halides

References

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