Published November 7, 2019 | Version Supplemental Material
Journal Article Open

Cu-Catalysed carboxylation of aryl boronic acids with CO₂

  • 1. ROR icon Peking University
  • 2. ROR icon Division of Chemistry
  • 3. ROR icon California Institute of Technology

Abstract

A copper/N-heterocyclic carbene (NHC) catalysed carboxylation of aryl boronic acids under one atmospheric pressure of CO₂ has been developed. A wide range of aryl boronic acids was transformed into benzoic acid derivatives in moderate to high yields. The carboxylation method shows excellent functional group compatibility, and sensitive functional groups such as carbonyls, esters, and nitriles were tolerated. Mechanistic studies revealed the vital role of the base in promoting the transmetalation step for this copper-catalysed carboxylation.

Additional Information

© 2019 the Partner Organisations. The article was received on 18 Aug 2019, accepted on 17 Sep 2019 and first published on 23 Sep 2019. O. N. is grateful to Peking University for the Boya Postdoctoral Fellowship. The project is supported by the Natural Science Foundation of China (Grant 21772003). We also thank Peking University for a start-up fund. This work was partially funded by the BHP-PKU CCUS project supported by BHP Billiton. There are no conflicts to declare.

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Identifiers

Eprint ID
98852
Resolver ID
CaltechAUTHORS:20190925-102409660

Funding

Peking University
Natural Science Foundation of China
21772003
BHP Billiton

Dates

Created
2019-09-25
Created from EPrint's datestamp field
Updated
2021-11-16
Created from EPrint's last_modified field