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苯甲酸酐促进铑(III)催化的8-甲基喹啉的C(sp)-H硫醇化反应

Rh(III)-Catalyzed C(sp)-H Thiolation of 8-Methylquinolines Promoted by Benzoic Anhydride.

作者信息

Yuan Cheng-Kai, Pan Yan-Nian, Wu Yi-Fei, Sun Wei-Yin, Meng Zhen, Lu Yi

机构信息

Coordination Chemistry Institute, State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing National Laboratory of Microstructures, Collaborative Innovation Center of Advanced Micro-structures, Nanjing University, Nanjing 210023, China.

Department of Chemistry, St Catherine's College, University of Oxford, Oxford OX1 3UJ, U.K.

出版信息

J Org Chem. 2024 Sep 6;89(17):11975-11982. doi: 10.1021/acs.joc.4c00559. Epub 2024 Aug 20.

Abstract

Herein, we developed a ligand-promoted Rh(III)-catalyzed C(sp)-H thiolation of 8-methylquinolines. The effect of ligands on improving the activity of the catalytic centers has been studied in detail and proven to be significant. Various substituents are well tolerated under this reaction condition to provide potential precursors for organic synthesis. The mechanistic study suggests that the reaction may proceed through a five-membered rhodacycle intermediate via thiolation twice.

摘要

在此,我们开发了一种配体促进的铑(III)催化的8-甲基喹啉的C(sp)-H硫醇化反应。详细研究了配体对提高催化中心活性的影响,并证明其具有重要意义。在该反应条件下,各种取代基都能很好地耐受,从而为有机合成提供了潜在的前体。机理研究表明,该反应可能通过一个五元铑杂环中间体经两次硫醇化反应进行。

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