Kissane, Marie and Murphy, Maureen and Bateman, Lorraine M. and McCarthy, Daniel G. and Maguire, Anita R.

2011

Tetrahedron

Selective beta-oxidation of alpha-sulfanyl amides

Validated

()

67

30

5494

5499

A selective beta-oxidation of a series of alpha-sulfanyl amides to the corresponding beta-oxo-alpha-sulfanyl amides is described. This selective efficient oxidation of an unfunctionalised methyl or methylene group occurs under mild conditions, involving three sequential transformations conducted without isolation of the intermediates. Critically neither the sulfur nor the reactive alpha-CH bond is affected in the overall process. (C) 2011 Elsevier Ltd. All rights reserved.

10.1016/j.tet.2011.05.041