Abstract
An efficient synthesis of 6,7‐dihydropyrrolo[2,1‐c][1,3]thi‐azino[3,2‐a]pyrazine‐4(11bH)‐(thi)ones from readily available 1,2‐di‐thiolo‐3‐(thi)ones and 3,4‐dihydropyrrolo[1,2‐a]pyrazine is reported. The S2 atom in both monocyclic and fused 1,2‐dithioles is selectively replaced by aminomethylene to afford fused, rigid six‐membered 1,3‐thiazines. The scope of this two‐step one‐pot reaction was investigated: 1,2‐dithiolo‐3‐ones were more reactive than the corresponding 1,2‐dithiole‐3‐thiones. Optimized reaction conditions and a mechanistic rationale for the ring transformation are presented.
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