Mono and difluorination of centers α to sulfonates and phosphonates using AcOF

被引：13
|
作者：
Vints, Inna [1 ]
Gatenyo, Julia [1 ]
Rozen, Shlomo [1 ]
机构：
[1] Tel Aviv Univ, Sch Chem, IL-69978 Tel Aviv, Israel
来源：
JOURNAL OF FLUORINE CHEMISTRY | 2013年 / 146卷
关键词：
F-2; AcOF; Fluorosulfonate; Difluorosulfonate; Fluoroketophosphonate; Difluoroketophosphonate; WADSWORTH-EMMONS REACTION; ACETYL HYPOFLUORITE; NUCLEOPHILIC FLUOROALKYLATION; FLUORINATED SULFONES; MEDICINAL CHEMISTRY; BIOLOGICAL EVALUATION; ELEMENTAL FLUORINE; INHIBITORS; MOLECULES; DESIGN;
D O I：
10.1016/j.jfluchem.2013.01.003
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Acetyl hypofluorite, made easily from diluted fluorine and AcONa is very efficient in fluorinating anionic centers. Compounds containing the moieties -CH2SO2- or -COCH2PO- react with bases to create the corresponding anions which can react with AcOF to produce derivatives containing either the -CHFSO2-or -COCHFPO- groups. Larger excess of base and AcOF result in the difluoro compounds containing the -CF2SO2- or -COCF2PO- sub-structures. The fluorinations proceed fast and smoothly and usually with very good yield even when the base is dissolved in aqueous solution as is the case with K2CO3 or NaHCO3. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码：66 / 69
页数：4
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