CuBr2-promoted cyclization and bromination of arene–alkynes: C–Br bond formation via reductive elimination of Cu(III) species

Wangsheng Liu; Jinjin Chen; Ruiwen Jin; Dawen Xu; Yawei Li; Feifei Ba; Guangxin Gu; Yunyan Kuang; Hao Guo

doi:10.1039/C6QO00117C

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CuBr₂-promoted cyclization and bromination of arene–alkynes: C–Br bond formation via reductive elimination of Cu(iii) species†

Wangsheng Liu,‡^a Jinjin Chen,‡^b Ruiwen Jin,^a Dawen Xu,^a Yawei Li,^a Feifei Ba,^a Guangxin Gu,^a Yunyan Kuang^ac and Hao Guo*^ac

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* Corresponding authors

^a Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, P. R. China
E-mail: Hao_Guo@fudan.edu.cn
Fax: +86-21-55664361
Tel: +86-21-55664361

^b Department of Child Health Care, Shanghai Children's Hospital Affiliated to Shanghai Jiao Tong University, 1400 Beijing Xi Road, Shanghai 200040, P. R. China

^c Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai, P. R. China

Abstract

A CuBr₂-promoted cyclization and bromination of arene–alkyne substrates has been developed, affording 9-bromophenanthrene derivatives highly efficiently. This reaction provides a novel and efficient protocol for C–Br bond formation from an inorganic bromine source via the reductive elimination of the Cu(III) species.

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Article information

DOI: https://doi.org/10.1039/C6QO00117C
Article type: Research Article
Submitted: 24 Mar 2016
Accepted: 12 May 2016
First published: 13 May 2016

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Org. Chem. Front., 2016,3, 852-855

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CuBr₂-promoted cyclization and bromination of arene–alkynes: C–Br bond formation via reductive elimination of Cu(III) species

W. Liu, J. Chen, R. Jin, D. Xu, Y. Li, F. Ba, G. Gu, Y. Kuang and H. Guo, Org. Chem. Front., 2016, 3, 852 DOI: 10.1039/C6QO00117C

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