Abstract
For the first time, a novel, simple, and highly efficient synthesis of N-aryl-N-[1,3]thiazino[3,4a][1,3]benzimidazol-1-ylidenamines is presented. The one-pot reaction of o-phenylenediamine, aryl isothiocyanate, and methyl acetylenecarboxylate proceeds in toluene-dichloromethane without any catalyst under reflux conditions to produce the title compounds in 60-70% yield. From a mechanistic point of view, the reaction is proposed to occur via two cyclizations and four heteroatom-carbon bond formations.
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