Trimethylsilyl fluorosulfonyldifluoroacetate (TFDA): a new, highly efficient difluorocarbene reagent

被引：78

作者：

Dolbier, WR

Tian, F

Duan, JX

Lia, AR

Ait-Mohand, S

Bautista, O

Buathong, S

Baker, JM

Crawford, J

Anselme, P

Cai, XH

Modzelewska, A

Koroniak, H

Battiste, MA

Chen, QY

机构：

[1] Univ Florida, Dept Chem, Gainesville, FL 32611 USA

[2] Adam Mickiewicz Univ Poznan, Dept Chem, Poznan, Poland

[3] Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2004年 / 125卷 / 03期

基金：

美国国家科学基金会;

关键词：

trimethylsilyl fluorosulfonyldifluoroacetate; difluorocarbene reagent; addition reactions;

D O I：

10.1016/j.jfluchem.2003.12.002

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

TFDA is readily prepared from the reaction of fluorosulfonyidifluoroacetic acid with trimethylsilyl chloride, and it is a very effective and efficient source of difluorocarbene for use in addition reactions to alkenes of a broad scope of reactivities. Acid-sensitive substrates may require an additional purification step involving treatment of the distilled TFDA with sufficient Et3N to remove the acid impurity. Other trialkylsilyl fluorosulfonyldifluoroacetates can also be prepared, and they have been found to have reactivities similar to TFDA. The triethyl derivative, TEFDA is more convenient to prepare in a pure state and has similar reactivity to TFDA. Thus, it may prove to be a superior reagent. (C) 2003 Elsevier B.V. All rights reserved.

引用

页码：459 / 469

页数：11

共 28 条

[1] THERMAL DECOMPOSITION OF PERFLUOROCYCLOPROPANE [J].