Difluoromethylation of O-, S-, N-, C-Nucleophiles Using Difluoromethyltri(n-butyl)ammonium Chloride as a New Difluorocarbene Source

被引：74

作者：

Wang Fei ^{[1
]}

Huang Weizhou ^{[1
]}

Hu Jinbo ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2011年 / 29卷 / 12期

基金：

中国国家自然科学基金;

关键词：

difluorocarbene; CF2H group; difluoromethylation; difluoromethyltri(n-butyl)ammonium chloride; GEM-DIFLUOROCYCLOPROPANES; REAGENT; KETONES; CYCLOPROPANES; THIOETHERS; ETHERS; SALTS; TFDA;

D O I：

10.1002/cjoc.201100325

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Difluoromethyltri(n-butyl)ammonium chloride 1 was found to be an effective difluorocarbene reagent for O-, S-, N-, C-difluoromethylation under basic conditions. It is particularly remarkable that, when only 1.2 equivalent of reagent 1 was used, the difluoromethylated products were obtained in moderate to excellent yields.

引用

页码：2717 / 2721

页数：5

共 48 条

[1] N-Tosyl-S-difluoromethyl-S-phenylsulfoximine: A New Difluoromethylation Reagent for S-, N-, and C-Nucleophiles
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ORGANIC LETTERS, 2009, 11 (10) : 2109 - 2112
[2] Cyclocondensation of 1-Tosyl-2,2-dichloroethenyl Isothiocyanate with O-, S-, N-, and C-Nucleophiles
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Russian Journal of General Chemistry, 2002, 72 : 1730 - 1735
[3] Cyclocondensation of 1-tosyl-2,2-dichloroethenyl isothiocyanate with O-, S-, N-, and C-nucleophiles
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RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2002, 72 (11) : 1730 - 1735
[4] N-Tosyl-S-difluoromethyl-S-phenylsulfoximine: A New Difluoromethylation Reagent for S-, N-, and C-Nucleophiles (vol 11, pg 2109, 2009)
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[5] A direct functionalization of tertiary alkyl bromides with O-, N-, and C-nucleophiles
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[9] Photocatalytic Regioselective Hydrofunctionalization of 1,4-Diaryl-1,3-butadienes Using O-, N-, and C-Nucleophiles
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[10] Reaction of 2-(Benzenesulfonyl)-5-(p-chlorobenzenesulfonyl)-4-tosyl-1,3-thiazole with O-, N-, S-, and C-nucleophiles
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