Aerobic Copper-Catalyzed Synthesis of Benzimidazoles from Diaryl- and Alkylamines via Tandem Triple C–H Aminations,ACS Catalysis

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Aerobic Copper-Catalyzed Synthesis of Benzimidazoles from Diaryl- and Alkylamines via Tandem Triple C–H Aminations
ACS Catalysis ( IF 11.3 ) Pub Date : 2018-02-08 00:00:00 , DOI: 10.1021/acscatal.8b00082
Taoyuan Liang ₁ , Zhenda Tan ₁ , He Zhao ₁ , Xiuwen Chen ₁ , Huanfeng Jiang ₁ , Min Zhang ₁

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Through radical-induced tandem triple C–H aminations with free amines as the aminating agents, we herein present a precedent on aerobic copper-catalyzed synthesis of 5-diarylamino benzimidazoles, a class of optoelectronic device analogues by combining two molecules of diarylamines and one molecule of alkylamine in one single operation. The developed chemistry proceeds with the merits of a natural abundant copper/O₂ catalyst system, readily available feedstocks, broad substrate scope, good functional group tolerance, exclusive regio- and chemoselectivity, high step and atom efficiency, which offers an important basis for further construction of functional products that are inaccessible or difficult to prepare with the existing methods by employing catalytic tandem C–H amination strategy.

中文翻译：

铜三联胺由好氧铜催化二芳基和烷基胺合成苯并咪唑

通过自由基诱导的以游离胺作为胺化剂的串联式三联CH胺化反应，我们在本文中提出了有氧铜催化5-二芳基氨基苯并咪唑类化合物的合成的先例，5-二芳基氨基苯并咪唑类化合物是通过将两个分子的二芳基胺和一个分子结合而形成的一类光电器件类似物一次操作即可制得烷基胺。先进的化学方法具有天然丰富的铜/ O ₂催化剂体系，易于获得的原料，宽泛的底物范围，良好的官能团耐受性，独特的区域选择性和化学选择性，高阶跃和原子效率等优点，为进一步开发提供了重要的基础。通过采用催化串联C–H胺化策略来构建用现有方法难以获得或难以制备的功能性产品。

更新日期：2018-02-08

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