Issue 4, 2022
From the journal:

Organic Chemistry Frontiers

Palladium-catalyzed decarbonylative methylation of aryl carboxylic acids†

Boya Feng, ORCID logo *a   Guodong Zhang,a   Xu Fenga  and  Yu Chen ORCID logo *ab  

* Corresponding authors

a Jiangsu Key Laboratory for the Research and Utilization of Plant Resources, The Jiangsu Provincial Platform for Conservation and Utilization of Agricultural Germplasm, Institute of Botany, Jiangsu Province and Chinese Academy of Sciences, Nanjing, China
E-mail: boyafeng@gmail.com, chenyu@cnbg.net

b Jiangsu Province Engineering Research Center of Eco-cultivation and High-value Utilization of Chinese Medicinal Materials, Institute of Botany, Jiangsu Province and Chinese Academy of Sciences, Nanjing, China

Abstract

Described herein is a palladium-catalyzed decarbonylative methylation of aryl carboxylic acids using trimethylboroxine (TMB) as the methylating reagent. The Pd(OAc)2/XantPhos system is compatible with a wide range of carboxylic acids and derivatives including aroyl chloride/fluoride. The successful methylation of bioactive molecules and examples of orthogonal cross-couplings demonstrate the practicality of this method.

Graphical abstract: Palladium-catalyzed decarbonylative methylation of aryl carboxylic acids

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Article information

DOI
https://doi.org/10.1039/D1QO01756J
Article type
Research Article
Submitted
23 Nov 2021
Accepted
05 Jan 2022
First published
07 Jan 2022

Org. Chem. Front., 2022,9, 1085-1089

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Palladium-catalyzed decarbonylative methylation of aryl carboxylic acids

B. Feng, G. Zhang, X. Feng and Y. Chen, Org. Chem. Front., 2022, 9, 1085 DOI: 10.1039/D1QO01756J

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