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Boric acid as a precatalyst for BH(3)-catalyzed hydroboration

We report that boric acid, BO(3)H(3), is a good precatalyst for the BH(3)-catalyzed hydroboration of esters using pinacolborane as a borylation agent. Using microwave irradiation as an energy source, we demonstrated that a dozen esters were converted into the corresponding boronate ethers in good yi...

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Autores principales: Légaré Lavergne, Julien, To, Hoang-Minh, Fontaine, Frédéric-Georges
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9041564/
https://www.ncbi.nlm.nih.gov/pubmed/35495511
http://dx.doi.org/10.1039/d1ra05945a
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author Légaré Lavergne, Julien
To, Hoang-Minh
Fontaine, Frédéric-Georges
author_facet Légaré Lavergne, Julien
To, Hoang-Minh
Fontaine, Frédéric-Georges
author_sort Légaré Lavergne, Julien
collection PubMed
description We report that boric acid, BO(3)H(3), is a good precatalyst for the BH(3)-catalyzed hydroboration of esters using pinacolborane as a borylation agent. Using microwave irradiation as an energy source, we demonstrated that a dozen esters were converted into the corresponding boronate ethers in good yields. It was also possible to use boric acid as a precatalyst to reduce carbonates and alkynes. Considering the hazardous and pyrophoric nature of BH(3) solutions, boric acid proves to be a safe and green precatalyst for the metal-free reduction of unsaturated species.
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spelling pubmed-90415642022-04-28 Boric acid as a precatalyst for BH(3)-catalyzed hydroboration Légaré Lavergne, Julien To, Hoang-Minh Fontaine, Frédéric-Georges RSC Adv Chemistry We report that boric acid, BO(3)H(3), is a good precatalyst for the BH(3)-catalyzed hydroboration of esters using pinacolborane as a borylation agent. Using microwave irradiation as an energy source, we demonstrated that a dozen esters were converted into the corresponding boronate ethers in good yields. It was also possible to use boric acid as a precatalyst to reduce carbonates and alkynes. Considering the hazardous and pyrophoric nature of BH(3) solutions, boric acid proves to be a safe and green precatalyst for the metal-free reduction of unsaturated species. The Royal Society of Chemistry 2021-09-28 /pmc/articles/PMC9041564/ /pubmed/35495511 http://dx.doi.org/10.1039/d1ra05945a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Légaré Lavergne, Julien
To, Hoang-Minh
Fontaine, Frédéric-Georges
Boric acid as a precatalyst for BH(3)-catalyzed hydroboration
title Boric acid as a precatalyst for BH(3)-catalyzed hydroboration
title_full Boric acid as a precatalyst for BH(3)-catalyzed hydroboration
title_fullStr Boric acid as a precatalyst for BH(3)-catalyzed hydroboration
title_full_unstemmed Boric acid as a precatalyst for BH(3)-catalyzed hydroboration
title_short Boric acid as a precatalyst for BH(3)-catalyzed hydroboration
title_sort boric acid as a precatalyst for bh(3)-catalyzed hydroboration
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9041564/
https://www.ncbi.nlm.nih.gov/pubmed/35495511
http://dx.doi.org/10.1039/d1ra05945a
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