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可见光光氧化还原催化促进的通过还原硝基化合物来合成肟的新方法。

New approach to oximes through reduction of nitro compounds enabled by visible light photoredox catalysis.

机构信息

Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Shenzhen Graduate School of Peking University, Shenzhen, China 518055.

出版信息

Org Lett. 2013 Jun 7;15(11):2660-3. doi: 10.1021/ol4009443. Epub 2013 May 24.

Abstract

A range of nitro compounds are smoothly reduced to their corresponding oximes under the synergistic effects of visible light irradiation, the Ru(bpy)3Cl2 photocatalyst, Hünig's base, Mg(ClO4)2 activation, and MeCN solvent. This remarkably mild and environmentally benign protocol, when orchestrated with classical Beckmann rearrangement, enables such high-value industrial feedstock as caprolactam to be readily accessed from simple precursor nitrocyclohexane.

摘要

在可见光照射、Ru(bpy)3Cl2 光催化剂、Hünig 碱、Mg(ClO4)2 活化和 MeCN 溶剂的协同作用下,一系列硝基化合物被顺利还原成相应的肟。这种温和且环境友好的反应条件与经典的贝克曼重排相结合,可以使己内酰胺等具有高附加值的工业原料很容易从简单的起始原料硝基环己烷中获得。

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