Tetrahedron

Iron-catalyzed benzamide formation. Application to the synthesis of moclobemide

…, N Kanfar, N Gehin, E Golliard, P Ohlmann, J Martinez…

Index: Bantreil, Xavier; Kanfar, Nasreddine; Gehin, Nicolas; Golliard, Ethan; Ohlmann, Pauline; Martinez, Jean; Lamaty, Frederic Tetrahedron, 2014 , vol. 70, # 34 p. 5093 - 5099

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Citation Number: 12

Abstract

Abstract A convenient and user-friendly method to yield benzamides from primary and secondary amines and various benzylic alcohols in the presence of a cheap iron salt (FeCl 2· 4H 2 O) and tert-butylhydroperoxide (70% in water) as a stoichiometric oxidant is described. Control experiments indicated that this reaction might involve radical species. This method proved to be general, generating a family of 30 benzamides and was applied ...