Palladium-Catalyzed\nDecarbonylative Michaelis–Arbuzov\nReaction of Carboxylic Acids and Triaryl Phosphites

A Pd-catalyzed decarbonylative Michaelis–Arbuzov\nreaction\nof carboxylic acids and triaryl phosphites for preparing aryl phosphonates\nunder anhydride-free conditions has been reported. In this context,\ntriaryl phosphites serve as both reagents for activating the carboxylic\nacids and substrates for the reaction. There have been no reports\nto date of efficient and direct methods for the <i>in situ</i> activation of carboxylic acids using triaryl phosphites. In comparison\nto known methods, this reaction avoids the use of organohalides and\nhas an excellent functional group tolerance for the synthesis of various\naryl phosphonates from triaryl phosphites and carboxylic acids. This\nreaction is scalable and applicable to the synthesis of aryl phosphonates\nfeaturing bioactive fragments.

Publication Details

Journal
Figshare
Published
2024-08-12
DOI
https://doi.org/10.1021/acs.orglett.4c02495.s001
Primary Topic
Educational Robotics and Engineering
Type
article
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article

Palladium-Catalyzed\nDecarbonylative Michaelis–Arbuzov\nReaction of Carboxylic Acids and Triaryl Phosphites

Figshare
Educational Robotics and Engineering
article

Palladium-Catalyzed\nDecarbonylative Michaelis–Arbuzov\nReaction of Carboxylic Acids and Triaryl Phosphites

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Abstract

A Pd-catalyzed decarbonylative Michaelis–Arbuzov\nreaction\nof carboxylic acids and triaryl phosphites for preparing aryl phosphonates\nunder anhydride-free conditions has been reported. In this context,\ntriaryl phosphites serve as both reagents for activating the carboxylic\nacids and substrates for the reaction. There have been no reports\nto date of efficient and direct methods for the <i>in situ</i> activation of carboxylic acids using triaryl phosphites. In comparison\nto known methods, this reaction avoids the use of organohalides and\nhas an excellent functional group tolerance for the synthesis of various\naryl phosphonates from triaryl phosphites and carboxylic acids. This\nreaction is scalable and applicable to the synthesis of aryl phosphonates\nfeaturing bioactive fragments.

Figshare
Clean water and sanitation
Openalex Percentile: Top 64%
Educational Robotics and Engineering
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