Issue 51, 2021

Boric acid as a precatalyst for BH3-catalyzed hydroboration

Abstract

We report that boric acid, BO3H3, is a good precatalyst for the BH3-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 BH3 solutions, boric acid proves to be a safe and green precatalyst for the metal-free reduction of unsaturated species.

Graphical abstract: Boric acid as a precatalyst for BH3-catalyzed hydroboration

Supplementary files

Article information

Article type
Paper
Submitted
05 8 2021
Accepted
11 9 2021
First published
28 9 2021
This article is Open Access
Creative Commons BY license

RSC Adv., 2021,11, 31941-31949

Boric acid as a precatalyst for BH3-catalyzed hydroboration

J. Légaré Lavergne, H. To and F. Fontaine, RSC Adv., 2021, 11, 31941 DOI: 10.1039/D1RA05945A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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