Boric acid as a precatalyst for BH 3 -catalyzed hydroboration.

Autor: Légaré Lavergne J; Département de Chimie, Université Laval 1045 Avenue de la Médecine Québec G1V 0A6 Québec Canada frederic.fontaine@chm.ulaval.ca., To HM; Département de Chimie, Université Laval 1045 Avenue de la Médecine Québec G1V 0A6 Québec Canada frederic.fontaine@chm.ulaval.ca., Fontaine FG; Département de Chimie, Université Laval 1045 Avenue de la Médecine Québec G1V 0A6 Québec Canada frederic.fontaine@chm.ulaval.ca.
Jazyk: angličtina
Zdroj: RSC advances [RSC Adv] 2021 Sep 28; Vol. 11 (51), pp. 31941-31949. Date of Electronic Publication: 2021 Sep 28 (Print Publication: 2021).
DOI: 10.1039/d1ra05945a
Abstrakt: 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.
Competing Interests: The authors declare no competing financial interests.
(This journal is © The Royal Society of Chemistry.)
Databáze: MEDLINE
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