Direct Deoxygenation of Free Alcohols and Ketones

JACS Au, Journal Year: 2025, Volume and Issue: unknown

Published: April 11, 2025

This work presents a feasible method for the elimination of alcohol hydroxyls through direct activation typical alkyl alcohols using neutral boron radicals. transformation necessitates proficient reagent capable swiftly activating hydroxyl group to produce radicals, thereby circumventing numerous alternative side reactions associated with group. To implement this method, we have created an innovative photocatalytic reaction system that oxidizes sodium tetraphenylboron which subsequently enable homolytic conversion groups. deoxygenation technique no additional preactivation and yields favorable outcomes majority substrates. The facilitates methylene reduction aldehydes ketones. Mechanistic studies established likely initiates production alcohols, thereafter undergoing dehydroxylation yield methylene-reduced products.

Language: Английский

Ph₃P═O-Catalyzed Reductive Deoxygenation of Alcohols

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(21), P. 16022 - 16027

Published: Oct. 11, 2024

Reductive deoxygenation of alcohols is particularly challenging because the high bond dissociation energy C–OH and poor leaving ability hydroxyl group. Herein we describe a Ph3P═O-catalyzed reductive benzyl with PhSiH3 under an air atmosphere within 30 min reaction time. The use catalytic loading Ph3P═O enhances practicality this protocol.

Language: Английский