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Light‐Promoted C–N Coupling of Aryl Halides with Nitroarenes
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2020-11-12 , DOI: 10.1002/anie.202012877
Gang Li 1 , Liu Yang 1 , Jian‐Jun Liu 1 , Wei Zhang 1 , Rui Cao 1 , Chao Wang 1 , Zunting Zhang 1 , Jianliang Xiao 2 , Dong Xue 1
Affiliation  

A photochemical C–N coupling of aryl halides with nitroarenes is demonstrated for the first time. Catalyzed by a NiII complex in the absence of any external photosensitizer, readily available nitroarenes undergo coupling with a variety of aryl halides, providing a step‐economic extension to the widely used Buchwald–Hartwig C–N coupling reaction. The method tolerates coupling partners with steric‐congestion and functional groups sensitive to bases and nucleophiles. Mechanistic studies suggest that the reaction proceeds via the addition of an aryl radical, generated from a NiI/NiIII cycle, to a nitrosoarene intermediate.

中文翻译:

光促进芳基卤化物与硝基芳烃的C–N偶联

首次证明了芳基卤化物与硝基芳烃的光化学C–N偶联。在没有任何外部光敏剂的情况下,通过Ni II络合物的催化,易得的硝基芳烃与各种芳基卤化物偶合,为广泛使用的Buchwald-Hartwig C-N偶合反应提供了经济上的扩展。该方法耐受具有对碱基和亲核试剂敏感的空间拥塞和官能团的偶联伴侣。机理研究表明,该反应是通过将由Ni I / Ni III循环生成的芳基加至亚硝基芳烃中间体而进行的。
更新日期:2020-11-12
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