Volume 55, Issue 40 pp. 12270-12274
Communication

Tandem Difluoroalkylation-Arylation of Enamides Catalyzed by Nickel

Ji-Wei Gu

Ji-Wei Gu

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032 China

These authors contributed equally to this work.

Search for more papers by this author
Qiao-Qiao Min

Qiao-Qiao Min

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032 China

These authors contributed equally to this work.

Search for more papers by this author
Ling-Chao Yu

Ling-Chao Yu

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032 China

Search for more papers by this author
Prof. Dr. Xingang Zhang

Corresponding Author

Prof. Dr. Xingang Zhang

Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032 China

Search for more papers by this author
First published: 08 September 2016
Citations: 257

Graphical Abstract

All about efficiency: The title reaction tolerates a variety of arylboronic acids and widely available difluoroalkyl bromides, and even the relatively inert substrate chlorodifluoroacetate. The protocol provides a highly efficient method for the catalytic synthesis of difluoroalkylated compounds.

Abstract

A nickel-catalyzed three-component reaction for the synthesis of difluoroalkylated compounds through tandem difluoroalkylation-arylation of enamides has been developed. The reaction tolerates a variety of arylboronic acids and widely available difluoroalkyl bromides, and even the relatively inert substrate chlorodifluoroacetate. The significant advantages of this protocol are the low-cost nickel catalyst, synthetic convenience, excellent functional-group compatibility and high reaction efficiency.

The full text of this article hosted at iucr.org is unavailable due to technical difficulties.