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

C Comoy, E Banaszak, Y Fort

Index: Comoy, Corinne; Banaszak, Estelle; Fort, Yves Tetrahedron, 2006 , vol. 62, # 25 p. 6036 - 6041

Full Text: HTML

Citation Number: 37

Abstract

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.