Visible-Light/Nickel-Catalyzed Carboxylation of C(sp(2)) Bromides via Formate Activation

[Image: see text] A new visible-light-driven method for the carboxylation of (hetero)aryl/vinyl bromides has been developed using catalytic 4CzIPN, nickel, phenyl triflimide, and sodium formate as a carboxylation agent. Interestingly, we found catalytic phenyl triflimide plays an essential role in p...

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Autores principales: Smith, Gavin C., Zhang, Drason H., Zhang, Wanli, Soliven, Abigail H., Wuest, William M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10337029/
https://www.ncbi.nlm.nih.gov/pubmed/37319431
http://dx.doi.org/10.1021/acs.joc.3c00895
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author Smith, Gavin C.
Zhang, Drason H.
Zhang, Wanli
Soliven, Abigail H.
Wuest, William M.
author_facet Smith, Gavin C.
Zhang, Drason H.
Zhang, Wanli
Soliven, Abigail H.
Wuest, William M.
author_sort Smith, Gavin C.
collection PubMed
description [Image: see text] A new visible-light-driven method for the carboxylation of (hetero)aryl/vinyl bromides has been developed using catalytic 4CzIPN, nickel, phenyl triflimide, and sodium formate as a carboxylation agent. Interestingly, we found catalytic phenyl triflimide plays an essential role in promoting the reaction. While many C(sp(2)) carboxylation reactions require harsh reagents or gaseous carbon dioxide, we demonstrate the mild and facile construction of carboxylic acids from readily available starting materials.
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spelling pubmed-103370292023-07-13 Visible-Light/Nickel-Catalyzed Carboxylation of C(sp(2)) Bromides via Formate Activation Smith, Gavin C. Zhang, Drason H. Zhang, Wanli Soliven, Abigail H. Wuest, William M. J Org Chem [Image: see text] A new visible-light-driven method for the carboxylation of (hetero)aryl/vinyl bromides has been developed using catalytic 4CzIPN, nickel, phenyl triflimide, and sodium formate as a carboxylation agent. Interestingly, we found catalytic phenyl triflimide plays an essential role in promoting the reaction. While many C(sp(2)) carboxylation reactions require harsh reagents or gaseous carbon dioxide, we demonstrate the mild and facile construction of carboxylic acids from readily available starting materials. American Chemical Society 2023-06-15 /pmc/articles/PMC10337029/ /pubmed/37319431 http://dx.doi.org/10.1021/acs.joc.3c00895 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Smith, Gavin C.
Zhang, Drason H.
Zhang, Wanli
Soliven, Abigail H.
Wuest, William M.
Visible-Light/Nickel-Catalyzed Carboxylation of C(sp(2)) Bromides via Formate Activation
title Visible-Light/Nickel-Catalyzed Carboxylation of C(sp(2)) Bromides via Formate Activation
title_full Visible-Light/Nickel-Catalyzed Carboxylation of C(sp(2)) Bromides via Formate Activation
title_fullStr Visible-Light/Nickel-Catalyzed Carboxylation of C(sp(2)) Bromides via Formate Activation
title_full_unstemmed Visible-Light/Nickel-Catalyzed Carboxylation of C(sp(2)) Bromides via Formate Activation
title_short Visible-Light/Nickel-Catalyzed Carboxylation of C(sp(2)) Bromides via Formate Activation
title_sort visible-light/nickel-catalyzed carboxylation of c(sp(2)) bromides via formate activation
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10337029/
https://www.ncbi.nlm.nih.gov/pubmed/37319431
http://dx.doi.org/10.1021/acs.joc.3c00895
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