Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 362, Issue 10, Pages 1988-1992Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202000201
Keywords
N-heterocycles; aerobic oxidation; 1; 4-benzothiazines; cyclization; multi-component
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A three-component transition-metal-free aerobic method for the generation of 1,4-benzothiazines is reported herein. The KI/DMSO/O-2 system was found to be effective for the oxidative cyclization/coupling of 2-aminobenzenethiols, anilines, and methylketones. Hence, various structurally important imino 1,4-benzothiazines were assembled with broad functional group tolerance. Mechanistic studies revealed an initial oxidation of ketone alpha C-H bonds by the KI/DMSO/O-2 oxidative system.
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