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铑(I)催化2-芳基苯胺与CO的芳基C-H羧基化反应

Rhodium(I)-Catalyzed Aryl C-H Carboxylation of 2-Arylanilines with CO.

作者信息

Gao Yuzhen, Cai Zhihua, Li Shangda, Li Gang

机构信息

Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Center for Excellence in Molecular Synthesis , Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences , Fuzhou , Fujian 350002 , China.

State Key Laboratory of Structural Chemistry, Chinese Academy of Sciences , Fuzhou , Fujian 350002 , China.

出版信息

Org Lett. 2019 May 17;21(10):3663-3669. doi: 10.1021/acs.orglett.9b01105. Epub 2019 Apr 25.

Abstract

An unprecedented Rh(I)-catalyzed, amino-group-assisted C-H carboxylation of 2-arylanilines with CO under redox-neutral conditions has been developed. This reaction was promoted by a phosphine ligand with t-BuOK as the base and did not require the use of additional strong organometallic reagent. It enabled an efficient direct conversion of a broad range of 2-(hetero)arylanilines including electron-deficient heteroarenes to various phenanthridinones. Possible intermediates of the reaction were also evaluated in the preliminary mechanistic studies.

摘要

已开发出一种前所未有的铑(I)催化、氨基辅助的2-芳基苯胺与CO在氧化还原中性条件下的C-H羧化反应。该反应由膦配体促进,以叔丁醇钾为碱,无需使用额外的强有机金属试剂。它能够将包括缺电子杂芳烃在内的多种2-(杂)芳基苯胺高效直接转化为各种菲啶酮。在初步机理研究中还评估了该反应可能的中间体。

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