Abstract

The cyclization of unsymmetrical 2-mercaptoimidazoles with aliphatic and aromatic ketones has been studied. Using 1H NMR and X-ray analysis it has been shown that 4-R1-1H-2-mercaptoimidazoles undergo selective oxidative cyclization to the corresponding 3-R3-2-R2-6-R1-imidazo[2,1-b][1,3]thiazoles while 6-R4-1H-2-mercaptobenzo[d]imidazoles give a mixture of 6-R4-3-R2-2-R3-benzo[4,5]imidazo[2,1-b][1,3]thiazole and 7-R4-3-R2-2-R3-benzo[4,5]imidazo[2,1-b][1,3]thiazole in the ratio 1: 1.

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