Tetrahedron Letters

LiBr catalyzed solvent-free ring expansion of epoxides to 1, 4-oxathian-2-ones with α-mercaptocarboxylic acids

AK Singh, A Rai, LDS Yadav

Index: Singh, Atul K.; Rai, Ankita; Yadav, Lal Dhar S. Tetrahedron Letters, 2011 , vol. 52, # 28 p. 3614 - 3617

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Citation Number: 4

Abstract

Abstract An efficient and rapid (10–20 min) one-pot synthesis of chemically and pharmaceutically interesting 1, 4-oxathian-2-ones is reported. The protocol involves LiBr catalyzed regioselective ring-opening–ring-closing reaction cascade of terminal epoxides with α-mercaptocarboxylic acids at rt under solvent-free conditions. Recycling of the catalyst, atom economy, and formation of water as the only by-product in the present synthesis are ...