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Site‐Selective Electrochemical C−H Carboxylation of Arenes with CO<sub>2</sub>

Zhiwei ZhaoState Key Laboratory and Institute of Elemento-Organic Chemistry Frontiers Science Center for New Organic Matter College of Chemistry Nankai University 94 Weijin Road Tianjin 300071 ChinaYin LiuState Key Laboratory and Institute of Elemento-Organic Chemistry Frontiers Science Center for New Organic Matter College of Chemistry Nankai University 94 Weijin Road Tianjin 300071 ChinaSiyi WangState Key Laboratory and Institute of Elemento-Organic Chemistry Frontiers Science Center for New Organic Matter College of Chemistry Nankai University 94 Weijin Road Tianjin 300071 ChinaShunyao TangState Key Laboratory and Institute of Elemento-Organic Chemistry Frontiers Science Center for New Organic Matter College of Chemistry Nankai University 94 Weijin Road Tianjin 300071 ChinaDengke MaState Key Laboratory and Institute of Elemento-Organic Chemistry Frontiers Science Center for New Organic Matter College of Chemistry Nankai University 94 Weijin Road Tianjin 300071 ChinaZile ZhuState Key Laboratory and Institute of Elemento-Organic Chemistry Frontiers Science Center for New Organic Matter College of Chemistry Nankai University 94 Weijin Road Tianjin 300071 ChinaChengcheng GuoState Key Laboratory and Institute of Elemento-Organic Chemistry Frontiers Science Center for New Organic Matter College of Chemistry Nankai University 94 Weijin Road Tianjin 300071 ChinaYouai QiuState Key Laboratory and Institute of Elemento-Organic Chemistry Frontiers Science Center for New Organic Matter College of Chemistry Nankai University 94 Weijin Road Tianjin 300071 China

2022en

ABI

Annotatsiya

Abstract Herein, a direct, metal‐free, and site‐selective electrochemical C−H carboxylation of arenes by reductive activation using CO 2 as the economic and abundant carboxylic source was reported. The electrocarboxylation was carried out in an operationally simple manner with high chemo‐ and regioselectivity, setting the stage for the challenging site‐selective C−H carboxylation of unactivated (hetero)arenes. The robust nature of the electrochemical strategy was reflected by a broad scope of substrates with excellent atom economy and unique selectivity. Notably, the direct and selective C−H carboxylation of various challenging arenes worked well in this approach, including electron‐deficient naphthalenes, pyridines, simple phenyl derivatives, and substituted quinolines. The method benefits from being externally catalyst‐free, metal‐free and base‐free, which makes it extremely attractive for potential applications.

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Identifikatorlar

DOI: 10.1002/ange.202214710

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