Copper-Catalyzed Oxidative Cross-Coupling of N,N-Dimethylanilines with Heteroarenes under Molecular Oxygen

Copper-Catalyzed Oxidative Cross-Coupling of N,N-Dimethylanilines with Heteroarenes under Molecular Oxygen
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分子氧下铜催化 N,N-二甲基苯胺与杂芳烃的氧化交叉偶联

DOI:
10.1021/jo1023975
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发表时间:
2011-03-18
影响因子:
3.6
通讯作者:
Zhang, Yuhong
Zhang, Yuhong
中科院分区:
化学2区
文献类型:
--
作者:
Huang, Lehao;Niu, Tianmin;Zhang, Yuhong

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含氮杂环化合物是一类重要的药物和功能材料,对其合成方法的研究日益受到人们的关注。本文报道了在铜催化剂存在下,杂芳烃与N,N-二甲基苯胺的直接交叉偶联反应。氧气和/或空气被成功地用作氧化剂,这对工业化经济非常重要。该反应与广泛的杂环相容,包括中氮茚、咪唑、吲哚和苯胺,以使得能够在非常温和的反应条件下形成各种烷基化杂芳烃。
Nitrogen-containing heterocyclic compounds are important motifs of pharmaceuticals and functional materials, and there has been a growing interest in new synthetic methods for their preparation. In this paper, we report a direct cross-coupling reaction of heteroarenes with N,N-dimethylanilines in the presence of copper catalyst. Oxygen and/or air are successfully used as the oxidant, which is of great importance to the industrialized economies. The reaction is compatible with a wide range of heterocycles, including indolizines, imidazoles, indoles, and aniline, to enable the formation of various alkylated heteroarenes under very mild reaction conditions.