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

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Indexed by:期刊论文

Date of Publication:2009-12-12

Journal:TETRAHEDRON

Included Journals:SCIE、Scopus

Volume:65

Issue:50

Page Number:10377-10382

ISSN No.:0040-4020

Abstract:A series of novel unsaturated oximes were conveniently prepared from the corresponding vinylnitro compounds by reduction with SnCl(2)center dot 2H(2)O. The structures of the oximes were characterized by (1)H and (13)C 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 investigation suggest that these oximes seem to be formed by reduction of the aci form of nitro aliphatic compounds. (C) 2009 Elsevier Ltd. All rights reserved.

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