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JOURNAL OF ORGANIC CHEMISTRY
Volume -, Issue -, Pages -Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c02171
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This study presents a facile method for the synthesis of BTDO via a water-gas shift reaction. The method is cost-effective and exhibits remarkable chemical tolerance to a wide range of substituents.
Benzothiazine 1,1-dioxide (BTDO) is a privileged chemical motif, and its metal-free domino access is in high demand. Current BTDO production methods require costly metal catalysts or harsh reaction conditions. A facile domino approach to BTDO via a water???gas shift reaction (WGSR) employing sodium 2-nitrobenzenesulfinates and ??-bromo ketones is presented. This strategy is cost-effective and environmentally beneficial. The optimized reaction conditions demonstrated remarkable chemical tolerance to a wide range of electrically and sterically varied substituents on both coupling partners.
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