Journal
TETRAHEDRON
Volume 62, Issue 24, Pages 5617-5625Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2006.03.099
Keywords
formamide; formamidine; trifluoroacetic anhydride; trifluoroacetamide
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An intriguing selectivity towards the formation of the formaraidine was observed upon the reaction of an amine with sodium hydride and trifluoroacetic anhydride in dimethyl formamide. Various aromatic amines were reacted with a series of N,N-disubstituted formamides as a solvent under the influence of trifluoroacetic anhydride to thoroughly probe this behaviour. A trend in selectivity is discussed and a proposed mechanism for the reaction is also presented. (c) 2006 Elsevier Ltd. All rights reserved.
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