Ph3PO-Catalyzed Reductive Deoxygenation of Alcohols

Reductive deoxygenation of alcohols is particularly challenging because of the high bond dissociation energy of the C–OH bond and the poor leaving ability of the hydroxyl group. Herein we describe a Ph3PO-catalyzed reductive deoxygenation of benzyl alcohols with PhSiH3 under an air atmosphere withi...

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Bibliographic Details
Published in:Journal of organic chemistry 2024-11, Vol.89 (21), p.16022-16027
Main Authors: Li, Qiang, Sun, Yu, Fu, Mu-Xian, Lin, Jin-Hong, Xiao, Ji-Chang
Format: Article
Language:English
Subjects:
air
dissociation
energy
organic chemistry
Online Access:Get full text
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Summary:Reductive deoxygenation of alcohols is particularly challenging because of the high bond dissociation energy of the C–OH bond and the poor leaving ability of the hydroxyl group. Herein we describe a Ph3PO-catalyzed reductive deoxygenation of benzyl alcohols with PhSiH3 under an air atmosphere within 30 min of reaction time. The use of catalytic loading of Ph3PO enhances the practicality of this protocol.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c01847