Tetrahedron

From benzil arylimines to 2H-benzo-1, 4-thiazines, benzothiazoles or indoles

…, C Landreau, D Deniaud, F Reliquet, A Reliquet…

文献索引：Charrier, Jean-Damien; Landreau, Cyrille; Deniaud, David; Reliquet, Francoise; Reliquet, Alain; Meslin, Jean Claude Tetrahedron, 2001 , vol. 57, # 19 p. 4195 - 4202

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被引用次数: 28

摘要

A series of benzil monoarylimines (1) was treated with phosphorus pentasulfide in refluxing toluene or xylene. Thionation of 1 occurred readily to afford either 2H-benzo-1, 4-thiazines (2) or indoles (4) via annulation reactions, depending strongly on the nature of the meta substituent of the arylamino group. Mechanisms for these rearrangements were proposed. Furthermore, subsequent oxidation of 2 provided benzothiazoles (3). All compounds were ...