Synthesis 2008(24): 4036-4040  
DOI: 10.1055/s-0028-1083236
PSP
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Indoles via Diethylzinc-Mediated Intramolecular Hydroamination Reactions of Alkynyl Sulfonamides

Yan Yin, Zhuo Chai, Wen-Ying Ma, Gang Zhao*
Laboratory of Modern Synthetic Organic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P. R. of China
Fax: +86(21)64166128; e-Mail: [email protected];
Further Information

Publication History

Received 17 April 2008
Publication Date:
01 December 2008 (online)

Abstract

A series of indole derivatives were synthesized through the intramolecular hydroamination of alkynyl sulfonamides using 20 mol% of diethylzinc as the catalyst. A tandem cyclization-nucleophilic addition reaction was also possible to afford C2,C3-disubstituted indoles using 120 mol% of diethylzinc.

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