Synthesis 2017; 49(08): 1867-1873
DOI: 10.1055/s-0036-1588132
paper
© Georg Thieme Verlag Stuttgart · New York

Nickel-Catalyzed Reductive Cross-Coupling of Vinyl Bromides with Unactivated­ Alkyl Halides

Authors

  • Jun Gu

    a   School of Materials Science and Engineering, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China
    b   Center for Supramolecular and Catalytic Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China
  • Canbin Qiu

    b   Center for Supramolecular and Catalytic Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China
    c   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Email: hegui_gong@shu.edu.cn   Email: qianqun@shu.edu.cn
  • Wenbin Lu

    b   Center for Supramolecular and Catalytic Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China
    c   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Email: hegui_gong@shu.edu.cn   Email: qianqun@shu.edu.cn
  • Qun Qian*

    b   Center for Supramolecular and Catalytic Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China
    c   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Email: hegui_gong@shu.edu.cn   Email: qianqun@shu.edu.cn
  • Kunhua Lin*

    c   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Email: hegui_gong@shu.edu.cn   Email: qianqun@shu.edu.cn
  • Hegui Gong*

    a   School of Materials Science and Engineering, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China
    b   Center for Supramolecular and Catalytic Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China
    c   Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China   Email: hegui_gong@shu.edu.cn   Email: qianqun@shu.edu.cn
Further Information

Publication History

Received: 31 October 2016

Accepted after revision: 13 December 2016

Publication Date:
17 January 2017 (online)


Graphical Abstract

‡ These authors contributed equally

Abstract

The use of pyridine as the sole ligand for the reductive vinylation of unactivated secondary alkyl halides under Ni-catalyzed conditions has been developed. Both alkyl- and aryl-substituted vinyl bromides are suitable, in which alkyl-decorated α-alkenyl bromides resulted in the α-products in good results.

Supporting Information