Issue 29, 2020

Nickel-catalyzed carboxylation of aryl iodides with lithium formate through catalytic CO recycling

Abstract

A protocol for the Ni-catalyzed carboxylation of aryl iodides with formate has been developed with good functional group compatibility for the synthesis of a variety of aromatic carboxylic acids under mild conditions. The reaction tolerates other functionalities for cross-coupling, such as aryl bromide, aryl chloride, aryl tosylate, and aryl pinacol boronate. The reaction proceeds through a carbonylation process with in situ generated carbon monoxide in the presence of a catalytic amount of acetic anhydride and lithium formate, avoiding the use of gaseous CO. The strategy of CO recycling in catalytic amounts is critical for the success of the reaction.

Graphical abstract: Nickel-catalyzed carboxylation of aryl iodides with lithium formate through catalytic CO recycling

Supplementary files

Article information

Article type
Communication
Submitted
21 Feb 2020
Accepted
06 Mar 2020
First published
06 Mar 2020

Chem. Commun., 2020,56, 4067-4069

Nickel-catalyzed carboxylation of aryl iodides with lithium formate through catalytic CO recycling

Y. Wu, M. Fu, R. Shang and Y. Fu, Chem. Commun., 2020, 56, 4067 DOI: 10.1039/D0CC01363C

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