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

One step from nitro to oxime: a convenient preparation of unsaturated oximes by the reduction of the corresponding vinylnitro compounds
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从硝基到肟的一步:通过还原相应的乙烯基硝基化合物方便地制备不饱和肟

DOI:
10.1016/j.tet.2009.10.042
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发表时间:
2009-12-12
期刊:
影响因子:
2.1
通讯作者:
Cui, Jingnan
Cui, Jingnan
中科院分区:
化学3区
文献类型:
--
作者:
Wang, Kewei;Qian, Xuhong;Cui, Jingnan

文献摘要

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通过用 SnCl2 中心点 2H(2)O 还原相应的乙烯基硝基化合物,可以方便地制备一系列新型不饱和肟。通过H-1和C-13 NMR、IR和HRMS对肟的结构进行了表征,1-(6-氯-吡啶-3-基甲基)-4,5-二氢-1H-咪唑-2-甲醛肟2a的X射线晶体分析表明,羟基以反式构型排列。简短调查的一些证据表明,这些肟似乎是通过还原硝基脂肪族化合物的酸形式而形成的。 (C) 2009 Elsevier Ltd. 保留所有权利。
A series of novel unsaturated oximes were conveniently prepared from the corresponding vinylnitro compounds by reduction with SnCl2 center dot 2H(2)O. The structures of the oximes were characterized by H-1 and C-13 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.