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

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

Research output: Journal PublicationArticlepeer-review

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 in situ 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.

Original languageEnglish
Pages (from-to)7004-7009
Number of pages6
JournalOrganic Letters
Volume26
Issue number33
DOIs
Publication statusPublished - 23 Aug 2024

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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