Boric acid as a precatalyst for BH3-catalyzed hydroboration

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....

Full description

Saved in:

Bibliographic Details
Published in:	RSC advances Vol. 11; no. 51; pp. 31941 - 31949
Main Authors:	Légaré Lavergne, Julien, To, Hoang-Minh, Fontaine, Frédéric-Georges
Format:	Journal Article
Language:	English
Published:	Cambridge Royal Society of Chemistry 28-09-2021 The Royal Society of Chemistry
Subjects:	Acids Alkynes Carbonates Chemistry Esters Ethers Hydroboration Preservatives Reduction (metal working)
Online Access:	Get full text
Tags:	Add Tag No Tags, Be the first to tag this record!

Description
Summary:	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.
Bibliography:	ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23
ISSN:	2046-2069 2046-2069
DOI:	10.1039/d1ra05945a