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Cu-Catalysed carboxylation of aryl boronic acids with CO₂

Nayal, Onkar S. and Hong, Junting and Yang, Yang and Mo, Fanyang (2019) Cu-Catalysed carboxylation of aryl boronic acids with CO₂. Organic Chemistry Frontiers, 6 (21). pp. 3673-3677. ISSN 2052-4110. doi:10.1039/c9qo01023h. https://resolver.caltech.edu/CaltechAUTHORS:20190925-102409660

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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.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1039/c9qo01023hDOIArticle
http://www.rsc.org/suppdata/c9/qo/c9qo01023h/c9qo01023h1.pdfPublisherSupplementary Information
ORCID:
AuthorORCID
Yang, Yang0000-0002-4956-2034
Mo, Fanyang0000-0002-4140-3020
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.
Funders:
Funding AgencyGrant Number
Peking UniversityUNSPECIFIED
Natural Science Foundation of China21772003
BHP BillitonUNSPECIFIED
Issue or Number:21
DOI:10.1039/c9qo01023h
Record Number:CaltechAUTHORS:20190925-102409660
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20190925-102409660
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:98852
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:25 Sep 2019 17:34
Last Modified:16 Nov 2021 17:42

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