Copper-catalyzed ring expansion of 2-aminobenzothiazoles with alkynyl carboxylic acids to 1,4-benzothiazines?
Organic & Biomolecular Chemistry Pub Date: 2015-01-20 DOI: 10.1039/C4OB02467B
Abstract
A new ring expansion of 2-aminobenzothiazoles with alkynyl carboxylic acids was developed, which allows for one-pot synthesis of 1,4-benzothiazines in moderate to excellent yields. The cascade reaction was achieved through decarboxylative coupling, nucleophilic ring-opening reaction and intramolecular hydroamination process.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4