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一种用于铑催化（杂）芳烃与烷基羧酸进行脱羰基-C-H烷基化反应的简便方法。

A facile method for Rh-catalyzed decarbonylative -C-H alkylation of (hetero)arenes with alkyl carboxylic acids.

作者信息

Tian Yiqiang, Liu Xiaojie, He Bangyue, Ren Yuxi, Su Weiping

机构信息

College of Chemistry, Fuzhou University Fuzhou 350116 China.

State Key Laboratory of Structural Chemistry, Center for Excellence in Molecular Synthesis, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences Fuzhou 350002 China

出版信息

RSC Adv. 2021 Jun 2;11(32):19827-19831. doi: 10.1039/d1ra03992j. eCollection 2021 May 27.

DOI:10.1039/d1ra03992j
PMID:35479217
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9033830/
Abstract

A facile and effective method for Rh-catalyzed direct -alkylation of C-H bonds in (hetero)arenes with commercially available carboxylic acids has been developed. This strategy was initiated by conversion of carboxylic acids to anhydrides which, without isolation, underwent Rh-catalyzed direct decarbonylative cross-coupling of aryl carboxamides containing 8-aminoquinoline. The reaction proceeds with high regioselectivity and exhibits a broad substrate scope as well as functional group tolerance.

摘要

已开发出一种简便有效的方法，用于铑催化（杂）芳烃中的C-H键与市售羧酸的直接烷基化反应。该策略始于将羧酸转化为酸酐，酸酐无需分离，即可进行含8-氨基喹啉的芳基羧酰胺的铑催化直接脱羰交叉偶联反应。该反应具有高区域选择性，底物范围广，官能团耐受性好。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2af1/9033830/d3840c8a43ff/d1ra03992j-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2af1/9033830/dc0420531fd2/d1ra03992j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2af1/9033830/dca0dd694b34/d1ra03992j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2af1/9033830/aa4c697faa22/d1ra03992j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2af1/9033830/274ecef04489/d1ra03992j-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2af1/9033830/d3840c8a43ff/d1ra03992j-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2af1/9033830/dc0420531fd2/d1ra03992j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2af1/9033830/dca0dd694b34/d1ra03992j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2af1/9033830/aa4c697faa22/d1ra03992j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2af1/9033830/274ecef04489/d1ra03992j-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/2af1/9033830/d3840c8a43ff/d1ra03992j-s5.jpg

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Rh(I)-Catalyzed C6-Selective Decarbonylative Alkylation of 2-Pyridones with Alkyl Carboxylic Acids and Anhydrides.
Rh(I)催化的 2-吡啶酮与羧酸和酸酐的 C6-选择性脱羰基烷基化反应。
Org Lett. 2020 Jun 5;22(11):4228-4234. doi: 10.1021/acs.orglett.0c01277. Epub 2020 May 8.
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Nickela-electrocatalyzed Mild C-H Alkylations at Room Temperature.镍电催化室温下温和的C-H烷基化反应
Angew Chem Int Ed Engl. 2020 Aug 10;59(33):14154-14159. doi: 10.1002/anie.202004958. Epub 2020 Jun 8.
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