4.4 Article

An efficient FeCl3-catalyzed amidation reaction of secondary benzylic and allylic alcohols with carboxamides or p-toluenesulfonamide

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 5, Pages 858-862

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.11.176

Keywords

ferric chloride; amidation reactions; alcohols; atom-economical; inexpensive

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A simple, inexpensive, environmentally friendly and high yielding amidation reaction of benzylic and allylic alcohols with primary amides using a catalytic amount of FeCl3 (5 mol %) is described. Direct substitution of various amides such as benzamide, sulfonamide, acetamide and acrylamide is reported, and this method also works on a large scale in high yield. (C) 2007 Elsevier Ltd. All rights reserved.

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