Tetrahedron Letters

A chemoselective hydroxymethylation: new route for the synthesis of 6-aroyl-4-(4H-triazol-3-yl) thiomorpholin-3-ones

T Krishnaraj, S Muthusubramanian

Index: Krishnaraj, Thulasiraman; Muthusubramanian, Shanmugam Tetrahedron Letters, 2012 , vol. 53, # 9 p. 1149 - 1152

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Citation Number: 2

Abstract

Treatment of 2-(2-oxo-2-arylethylthio)-N-(4H-1, 2, 4-triazol-3-yl) acetamides with paraformaldehyde in the presence of a base has led to a tandem chemoselective hydroxymethylation followed by cyclization yielding a set of novel 6-aroyl-4-(4H-triazol-3-yl) thiomorpholin-3-ones. The thiomorpholine ring has been found to have a boat like conformation in these compounds as evidenced by NOESY NMR spectrum.