Tetrahedron letters

A mild chemospecific reductive dehalogenation of ethylaminobenzamides with lithium aluminum hydride

JA Hendrix, DW Stefany

Index: Hendrix, James A.; Stefany, David W. Tetrahedron Letters, 1999 , vol. 40, # 37 p. 6749 - 6752

Full Text: HTML

Citation Number: 5

Abstract

A mild reduction of ortho-fluoro benzamides was discovered using LAH. The reaction proceeds cleanly and in moderate yields. The scope of the reaction is explored and a mechanism is proposed. A two carbon spacer between the amide and a 3° amine is optimal for this chelation controlled reaction.

Related Articles:

Basicity, Lipophilicity, and Lack of Receptor Interaction of N??Aminoalkylbenzamides and N??Aminoalkyl??o??anisamides as Model Compounds of Dopamine Antagonists

[Anker; Testa; Van de Waterbeemd; et al. Helvetica Chimica Acta, 1983 , vol. 66, # 2 p. 542 - 556]

More Articles...