Literature DB >> 25065706

Copper-catalysed direct radical alkenylation of alkyl bromides.

Xu Zhang1, Hong Yi, Zhixiong Liao, Guoting Zhang, Chao Fan, Chu Qin, Jie Liu, Aiwen Lei.   

Abstract

A copper-catalysed direct radical alkenylation of various benzyl bromides and α-carbonyl alkyl bromides has been developed. Compared with the recent radical alkenylations which mostly focused on secondary or tertiary alkyl halides, this transformation shows good reactivity to primary alkyl halides and tertiary, secondary alkyl halides were also tolerated. The key initiation step of this transformation is a copper-induced single-electron reduction of C-Br bonds to generate alkyl radical species.

Entities:  

Year:  2014        PMID: 25065706     DOI: 10.1039/c4ob00813h

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Copper-Catalyzed Alkylation of Nitroalkanes with α-Bromonitriles: Synthesis of β-Cyanonitroalkanes.

Authors:  Kirk W Shimkin; Peter G Gildner; Donald A Watson
Journal:  Org Lett       Date:  2016-02-11       Impact factor: 6.005

2.  Transition-Metal-Catalyzed Alkyl Heck-Type Reactions.

Authors:  Daria Kurandina; Padon Chuentragool; Vladimir Gevorgyan
Journal:  Synthesis (Stuttg)       Date:  2019-02-07       Impact factor: 3.157

3.  Copper-catalyzed cascade annulation of unsaturated α-bromocarbonyls with enynals: a facile access to ketones from aldehydes.

Authors:  Chao Che; Qianwen Huang; Hanliang Zheng; Gangguo Zhu
Journal:  Chem Sci       Date:  2016-03-04       Impact factor: 9.825

Review 4.  Recent developments in copper-catalyzed radical alkylations of electron-rich π-systems.

Authors:  Kirk W Shimkin; Donald A Watson
Journal:  Beilstein J Org Chem       Date:  2015-11-23       Impact factor: 2.883

  4 in total

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