Copper-Catalyzed O-Difluoromethylation of Functionalized Aliphatic Alcohols: Access to Complex Organic Molecules with an OCF2H Group

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• 作者：Kostiantyn Levchenko ; Olexandr P. Datsenko ; Oleh Serhiichuk ; Andrei Tolmachev ; Viktor O. Iaroshenko ; Pavel K. Mykhailiuk
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：July 15, 2016
• 年：2016
• 卷：81
• 期：14
• 页码：5803-5813
• 全文大小：475K
• 年卷期：0
• ISSN：1520-6904

文摘

A two-step synthetic strategy toward difluoromethyl ethers via a CuI-catalyzed reaction of the alcohols, bearing additional protected functionalities, with FSO₂CF₂CO₂H has been developed. The high potential of the developed protocol has been shown by preparing novel OCF₂H-analogues of GABA and l-proline. The described transformation has good functional group compatibility and can serve as a powerful synthetic tool for late-stage preparation of complex OCF₂H-containing organic compounds as well as building blocks for drug discovery.