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Copper-catalyzed ring expansion of 2-aminobenzothiazoles with alkynyl carboxylic acids to 1,4-benzothiazines†
Jing-Wen Qiu,Bo-Lun Hu,Xing-Guo Zhang,Ri-Yuan Tang,Ping Zhong,Jin-Heng Li
Organic & Biomolecular Chemistry Pub Date : 01/20/2015 00:00:00 , 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.

Graphical abstract: Copper-catalyzed ring expansion of 2-aminobenzothiazoles with alkynyl carboxylic acids to 1,4-benzothiazines
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