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 ágú. 2021
Accepted
11 sep. 2021
First published
28 sep. 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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