Tetrahedron letters

A convenient synthesis of tetrazolo [1, 5-a]-α-cycloalkanones

Y Shi, JA Robl, LJ Kennedy, MF Malley

Index: Shi, Yan; Robl, Jeffrey A.; Kennedy, Lawrence J.; Malley, Mary F. Tetrahedron Letters, 2007 , vol. 48, # 4 p. 555 - 558

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Citation Number: 7

Abstract

A convenient synthesis of a series of tetrazolo [1, 5-a]-α-cycloalkanones 4a–d with the carbonyl group attached at the tetrazole carbon is described. The sequence entails the formation of an exocyclic olefin at the α-methylene position and subsequent ozonolysis. The reactions proceed under mild conditions, and the tetrazole moiety is well tolerated.