Tetrahedron

Decarboxylation of isatoic anhydrides with disulfides: an efficient and general synthesis of S-aryl 2-aminobenzothioate derivatives

M Liu, S Lin, J Ding, W Gao, H Wu, J Chen

Index: Liu, Miaochang; Lin, Shaomiao; Ding, Jinchang; Gao, Wenxia; Wu, Huayue; Chen, Jiuxi Tetrahedron, 2013 , vol. 69, # 10 p. 2283 - 2288

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Citation Number: 2

Abstract

The decarboxylation of isatoic anhydrides with disulfides was realized in the presence of sodium dithionite, leading to S-aryl 2-aminobenzothioate derivatives in moderate to excellent yields. Furthermore, the decarboxylation of diphenyldiselenide with isatoic anhydrides was also examined. It was noted that unexpected 2-(dimethylamino)-4H-benzo [d][1, 3] thiazin-4-one was obtained using tetramethylthiuram disulfide as sulfur source.