Tetrahedron

One step from nitro to oxime: a convenient preparation of unsaturated oximes by the reduction of the corresponding vinylnitro compounds

K Wang, X Qian, J Cui

Index: Wang, Kewei; Qian, Xuhong; Cui, Jingnan Tetrahedron, 2009 , vol. 65, # 50 p. 10377 - 10382

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Citation Number: 13

Abstract

A series of novel unsaturated oximes were conveniently prepared from the corresponding vinylnitro compounds by reduction with SnCl2· 2H2O. The structures of the oximes were characterized by 1H and 13C NMR, IR and HRMS, and X-ray crystallography analysis of 1- (6-chloro-pyridin-3-ylmethyl)-4, 5-dihydro-1H-imidazole-2-carbaldehyde oxime 2a reveals that, the hydroxyl group is arranged in a trans configuration. Some evidences from a brief ...