Issue 37, 2011
From the journal:

Chemical Communications

A highly efficient TBAF-promoted intramolecular cyclization of gem-dibromoolefins for the synthesis of 2-bromobenzofurans(thiophenes)†

Wei Chen,a   Yicheng Zhang,a   Lei Zhang,a   Min Wang*a  and  Lei Wang*ab  

* Corresponding authors

a Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P R China
E-mail: leiwang@chnu.edu.cn
Fax: +86-561-309-0518
Tel: +86-561-380-2069

b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P R China

Abstract

A highly efficient tetra-(n-butyl)ammonium fluoride (TBAF)-promoted intramolecular cyclization of gem-dibromoolefins has been developed for the synthesis of 2-bromobenzofused heterocycles. The reaction provides a convenient approach to 2-bromobenzofurans(thiophenes) from the corresponding readily available gem-dibromovinyl substrates without a metal.

Graphical abstract: A highly efficient TBAF-promoted intramolecular cyclization of gem-dibromoolefins for the synthesis of 2-bromobenzofurans(thiophenes)

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Article information

DOI
https://doi.org/10.1039/C1CC13967C
Article type
Communication
Submitted
03 Jul 2011
Accepted
04 Aug 2011
First published
22 Aug 2011

Chem. Commun., 2011,47, 10476-10478

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A highly efficient TBAF-promoted intramolecular cyclization of gem-dibromoolefins for the synthesis of 2-bromobenzofurans(thiophenes)

W. Chen, Y. Zhang, L. Zhang, M. Wang and L. Wang, Chem. Commun., 2011, 47, 10476 DOI: 10.1039/C1CC13967C

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