Letters in Organic Chemistry

Author(s): Fei Xie, Bing-Lei Gao, De-Feng Wang and Zhao-Peng Liu

DOI: 10.2174/157017810791130568

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Novel Synthesis of 3-Arylated 5,6-Dimethoxybenzo[d]isothiazole 1,1- Dioxides

Page: [332 - 334] Pages: 3

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Abstract

A novel simple three-step synthesis of 3-arylated 5,6-dimethoxybenzo[d]isothiazole 1,1-dioxide is reported. ortho-Lithiation of N-tert-butyl-3,4-dimethoxybenzenesulfonamide followed by reaction with aryl aldehydes gave carbinol sulfonamides, which were oxidized into ketosulfonamides and converted to the ketimines via TMSCl/NaI/MeCN reagent mediated novel cyclization.

Keywords: Ketimines, TMSCl/NaI/MeCN, cyclization, benzo[d]isothiazoles, sulfonamides