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

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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.