PhP═O-Catalyzed Reductive Deoxygenation of Alcohols.

J Org Chem

Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, 200032 Shanghai, China.

Published: November 2024

AI Article Synopsis

  • Reductive deoxygenation of alcohols is difficult due to strong C-OH bonds and the hydroxyl group's poor ability to leave.
  • This study presents a method using PhP═O as a catalyst to reduce benzyl alcohols with PhSiH in 30 minutes, even in the presence of air.
  • The use of a catalytic amount of PhP═O makes this method more practical for application.

Article Abstract

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 PhP═O-catalyzed reductive deoxygenation of benzyl alcohols with PhSiH under an air atmosphere within 30 min of reaction time. The use of catalytic loading of PhP═O enhances the practicality of this protocol.

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Source
http://dx.doi.org/10.1021/acs.joc.4c01847DOI Listing

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