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Palladium-Catalyzed Decarbonylative Michaelis-Arbuzov Reaction of Carboxylic Acids and Triaryl Phosphites.

作者信息

Xu Zhixuan, Cen Mengjie, Chen Zihan, Yao Linbin, Li Chunya, Tang Bencan, Liu Long, Huang Tianzeng, Chen Tieqiao, Han Li-Biao

机构信息

School of Chemistry and Chemical Engineering, Hainan University, Haikou, Hainan 570228, People's Republic of China.

Nottingham Ningbo China Beacons of Excellence Research and Innovation Institute, Key Laboratory for Carbonaceous Waste Processing and Process Intensification Research of Zhejiang Province, Department of Chemical and Environmental Engineering, The University of Nottingham Ningbo China, 199 Taikang East Road, Ningbo, Zhejiang 315100, People's Republic of China.

出版信息

Org Lett. 2024 Aug 23;26(33):7004-7009. doi: 10.1021/acs.orglett.4c02495. Epub 2024 Aug 12.

DOI:10.1021/acs.orglett.4c02495
PMID:39133868
Abstract

A Pd-catalyzed decarbonylative Michaelis-Arbuzov reaction of carboxylic acids and triaryl phosphites for preparing aryl phosphonates under anhydride-free conditions has been reported. In this context, triaryl phosphites serve as both reagents for activating the carboxylic acids and substrates for the reaction. There have been no reports to date of efficient and direct methods for the activation of carboxylic acids using triaryl phosphites. In comparison to known methods, this reaction avoids the use of organohalides and has an excellent functional group tolerance for the synthesis of various aryl phosphonates from triaryl phosphites and carboxylic acids. This reaction is scalable and applicable to the synthesis of aryl phosphonates featuring bioactive fragments.

摘要

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