Issue 2, 2022

gem-Difluorovinylation of alkynyl bromoarenes via dual nickel-/palladium-catalyzed cross-electrophile coupling

Abstract

A dual nickel-/palladium-catalyzed gem-difluorovinylation of alkynyl bromoarenes is presented. This method proceeds smoothly to afford various dihydrobenzofuran compounds containing gem-difluorovinyl fragments with excellent stere-oselectivities in moderate to excellent yields. This strategy also features good functional group tolerance. Mechanistic studies reveal that the C–OTs bond and C–Br bond are selectively oxidative-added by nickel and palladium complexes respec-tively, and palladium is the center metal in the reductive elimination step.

Graphical abstract: gem-Difluorovinylation of alkynyl bromoarenes via dual nickel-/palladium-catalyzed cross-electrophile coupling

Supplementary files

Article information

Article type
Research Article
Submitted
18 Sep 2021
Accepted
22 Nov 2021
First published
23 Nov 2021

Org. Chem. Front., 2022,9, 305-310

gem-Difluorovinylation of alkynyl bromoarenes via dual nickel-/palladium-catalyzed cross-electrophile coupling

H. Sun, B. Xiong, Y. Yang, J. Liu, X. Zhang and Z. Lian, Org. Chem. Front., 2022, 9, 305 DOI: 10.1039/D1QO01406D

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