Issue 8, 2024

Decarbonylative borylation of aryl anhydrides via rhodium catalysis

Abstract

Decarbonylative borylation of aryl anhydrides by rhodium catalysis has been reported. A base-free system with Rh(PPh3)3Cl as a catalyst enables the efficient synthesis of various arylboronate esters from readily available aryl anhydrides. The reaction involves the cleavage of C(O)–O bonds and the formation of C–B bonds. The experimental results demonstrated that compared with carboxylic acids, amides, and esters, anhydrides have higher reactivity in the decarbonylative borylation reaction under the current conditions. Furthermore, compared with the reported palladium-catalyzed borylation reaction of aryl anhydrides, the present rhodium-catalyzed method has the advantages of a shorter reaction time and a lower reaction temperature.

Graphical abstract: Decarbonylative borylation of aryl anhydrides via rhodium catalysis

Supplementary files

Article information

Article type
Paper
Submitted
30 Nov 2023
Accepted
23 Jan 2024
First published
25 Jan 2024

Org. Biomol. Chem., 2024,22, 1693-1698

Decarbonylative borylation of aryl anhydrides via rhodium catalysis

K. Li, R. Li, Y. Cui and C. Liu, Org. Biomol. Chem., 2024, 22, 1693 DOI: 10.1039/D3OB01949G

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