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Angew Chem Int Ed Engl. 2016 May 04;55(19):5837-41. doi: 10.1002/anie.201601351. Epub 2016 Apr 06.

Nickel-Catalyzed Difluoroalkylation of (Hetero)Arylborons with Unactivated 1-Bromo-1,1-difluoroalkanes.

Angewandte Chemie (International ed. in English)

Yu-Lan Xiao, Qiao-Qiao Min, Chang Xu, Ruo-Wen Wang, Xingang Zhang

Affiliations

  1. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032, China.
  2. Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai, 200032, China. [email protected].

PMID: 27060704 DOI: 10.1002/anie.201601351

Abstract

A nickel-catalyzed cross-coupling between (hetero)arylborons and unactivated 1-bromo-1,1-difluoroalkanes has been developed. The use of two ligands (a bidentate bipyridine-based ligand, 4,4'-ditBu-bpy, and a monodentate pyridine-based ligand, DMAP) offers a highly efficient nickel-based catalytic system to prepare difluoroalkylated arenes which have important applications in medicinal chemistry.

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: arenes; cross-coupling; fluorine; ligand design; nickel

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