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Ph 3 P/ICH 2 CH 2 I-promoted reductive deoxygenation of alcohols.

Wei-Ying TangXing ZhengXu YaoJin-Hong LinQu-Tong ZhengJi-Chang Xiao
Published in: Organic & biomolecular chemistry (2023)
Owing to the ubiquity of the hydroxyl group, reductive deoxygenation of alcohols has become an active research area. The classic Barton-McCombie reaction suffers from a tedious two-step procedure. New efficient methods have been developed, but they have some limitations, such as a narrow substrate scope and the use of moisture-sensitive Lewis acids. In this work, we describe the Ph 3 P/ICH 2 CH 2 I-promoted reductive deoxygenation of alcohols with NaBH 4 . The process is applicable to benzyl, allyl and propargyl alcohols, and also to primary and secondary alcohols, demonstrating a wide substrate scope and a good level of functional group tolerance. This protocol features convenient operation and low cost of all reagents.
Keyphrases
  • low cost
  • room temperature