Monofluoroalkylation and alkylation of alcohols using non-volatile reagents

被引：11

作者：

Ascenso, Osvaldo S. ^{[1
]}

Leitao, Emilia P. T. ^{[2
]}

Heggie, William ^{[2
]}

Rita Ventura, M. ^{[1
]}

Maycock, Christopher D. ^{[1
,3
]}

机构：

[1] Univ Nova Lisboa, Inst Tecnol Quim & Biol Antonio Xavier, Av Republ, P-2780157 Oeiras, Portugal

[2] Hovione FarmaCiencia SA, P-2674506 Loures, Portugal

[3] Univ Lisbon, Dept Quim & Bioquim, Fac Ciencias, P-1749016 Lisbon, Portugal

来源：

TETRAHEDRON | 2017年 / 73卷 / 08期

关键词：

Alcohols; O-alkylation; Ether formation; Sulfonium salts; Fluoroalkylations; ELECTROPHILIC DIFLUOROMETHYLATING REAGENT; FLUOROMETHYL ETHERS; MONOFLUOROMETHYLATION; COMMUNICATION; NUCLEOPHILES; ESTERS; SALTS; LUXS;

D O I：

10.1016/j.tet.2017.01.020

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Non-volatile S-Alkyl-S-phenyl-2,3,4,5-tetramethylphenylsulfoniumtriflate 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. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：1165 / 1169

页数：5

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