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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

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
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Further Information

Publication History

Received: 31 October 2016

Accepted after revision: 13 December 2016

Publication Date:
17 January 2017 (online)

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‡ 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.

Key words

nickel - cross-coupling - arylation - alkyl halide - catalysis

Supporting Information

    Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588132.
  • Supporting Information
 

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