Monofluoroalkylation and alkylation of alcohols using non-volatile reagents

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• 作者：Osvaldo S. Ascenso^a ; Emí ; lia P.T. Leitã ; o^b ; William Heggie^b ; M. Rita Ventura^a ; Christopher D. Maycock^a ; ^c ; ^{maycock@itqb.unl.pt}
• 关键词：Alcohols ; O-alkylation ; Ether formation ; Sulfonium salts ; Fluoroalkylations
• 刊名：Tetrahedron
• 出版年：2017
• 出版时间：23 February 2017
• 年：2017
• 卷：73
• 期：8
• 页码：1165-1169
• 全文大小：352 K
• 卷排序：73

文摘

Non-volatile S-Alkyl-S-phenyl-2,3,4,5-tetramethylphenylsulfonium triflate or tetrafluoroborate salts have been used to alkylate alcohols in the presence of sodium hydride. This is a simple and efficient method for the synthesis of ethers from complex alcohols and an alternative to the usual O-alkylation methods. This method was especially important for the preparation of monofluoromethyl ethers of a wide range of alcohols. Some alkylated derivatives of the precursors of some bioactive compounds were also prepared using these reagents.