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

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

Journal Name: Letters in Organic Chemistry

Volume 7 , Issue 4 , 2010

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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

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Article Details

VOLUME: 7
ISSUE: 4
Year: 2010
Page: [332 - 334]
Pages: 3
DOI: 10.2174/157017810791130568
Price: $65

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