Synthesis of 2-Arylbenzothiazol-5-amines from N,N-Dialkyl-3-nitroanilines

Abstract

We report a simple method for coupling of N,N-dialkyl-3-nitroarenes, elemental sulfur, and activated sp³ C–H bonds in 2-methylazaarenes or arylacetic acids to afford derivatives of 2-arylbenzothiazol-5-amines. Only DABCO base was required, and many heterocycles such as imidazoles, oxazoles, quinolines, and thiophenes were compatible with the reaction conditions. Our approach offers a simple route to useful substituted thiazol-5-amines from commercially available nitroarenes.

Key words - dialkylnitroanilines - sulfur - benzothiazolamines - heterocycles - multicomponent reaction

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