New efficient access to thieno[3,2-b]pyridine derivatives via regioselective lithiation of 3-methylthiopyridine

Add time:08/03/2019    Source:sciencedirect.com

The synthesis of thieno[3,2-b]pyridines was achieved using a three-step process allowing the construction of the thiophenic ring with 17–34% overall yields. The key step was the regioselective lithiation–bromination of the 3-methylthiopyridine induced by BuLi–LiDMAE superbase followed by Sonogashira coupling and halogenocyclization producing the fused heterocycles.

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