Ready synthesis of free N-H 2-arylindoles via the copper-catalyzed amination of 2-bromo-arylacetylenes with aqueous ammonia and sequential intramolecular cyclization

Huifeng Wang; Yaming Li; Linlin Jiang; Rong Zhang; Kun Jin; Defeng Zhao; Chunying Duan

doi:10.1039/C1OB05549F

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Organic & Biomolecular Chemistry

Issue 13, 2011

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Ready synthesis of free N-H 2-arylindoles via the copper-catalyzed amination of 2-bromo-arylacetylenes with aqueous ammonia and sequential intramolecular cyclization

Huifeng Wang , Yaming Li , Linlin Jiang , Rong Zhang , Kun Jin , Defeng Zhao and Chunying Duan

Org. Biomol. Chem., 2011,9, 4983-4986

DOI: 10.1039/C1OB05549F
Received 10 Mar 2011, Accepted 13 Apr 2011
First published on the web 14 Apr 2011

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A wide range of free N-H 2-arylindoles were synthesised via the copper(II)-catalyzed amination of 2-bromo-arylacetylenes with aqueous ammonia and sequential intramolecular cyclization. The convenience and atom economy of aqueous ammonia, and the low cost of the copper catalytic system make this protocol readily superior in practical application.