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Note | Regular issue | Vol 53, No. 5, 2000, pp.1145-1150
Published online, 1st January, 1970
DOI: 10.3987/COM-99-8792
A Facile Synthesis of 1-Alkyl-7-azaisatins

Jiro Tatsugi,* Tong Zhiwei, Tomohiro Amano, and Yasuji Izawa

*Department of Applied Chemistry, Aichi Institute of Technology, Yachigusa, Yakusa-cho, Toyota 470-03, Japan

Abstract

1-Alkyl-7-azaisatins are synthesized from the reaction of 1-alkyl-7-azaindoles with bromine in dichloromethane and subsequent oxidation with N-bromosuccinimide - dimethyl sulfoxide reagent. 1-Alkyl-7-azaindoles are readily available in high yields from the reaction of sodium salt of 7-azaindole with the appropriate alkyl halides in dimethylacetamide.