Synthesis of Pyrroles via Copper-Catalyzed Coupling of Amines with Bromoenones

Yuanjia Pan; Hongjian Lu; Yewen Fang; Xinqiang Fang; Liqun Chen; Junlu Qian; Junhua Wang; Chaozhong Li

doi:10.1055/s-2007-965980

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Synthesis 2007(8): 1242-1246
DOI: 10.1055/s-2007-965980

SPECIALTOPIC

Synthesis of Pyrroles via Copper-Catalyzed Coupling of Amines with Bromoenones

Yuanjia Pan^b, Hongjian Lu^a, Yewen Fang^a, Xinqiang Fang^a, Liqun Chen^a, Junlu Qian^b, Junhua Wang^a, Chaozhong Li*^a,b
^a Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. of China
Fax: +86(21)54925099; e-Mail: clig@mail.sioc.ac.cn;
^b Department of Chemistry, Tongji University, 1239 Siping Road, Shanghai 200092, P. R. of China

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Publication History

Received 7 February 2007
Publication Date:
12 March 2007 (online)

Abstract
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Abstract

The CuI/N,N-dimethylglycine hydrochloride catalyzed reactions of amines with γ-bromo-substituted γ,δ-unsaturated ketones in the presence of K₃PO₄ and NH₄OAc led to the formation of the corresponding polysubstituted pyrroles in good to excellent yields.

Key words

Ullmann-type reaction - amine - pyrrole - ammonium acetate

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