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

Literature Information

Publication Date 2021-11-23
DOI 10.1039/D1QO01406D
Impact Factor 5.281
Authors

Haotian Sun, Baojian Xiong, Yuan Yang, Jiangjun Liu, Xuemei Zhang, Zhong Lian


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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.

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Organic Chemistry Frontiers

Organic Chemistry Frontiers
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Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

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