Boron Trifluoride Etherate Functioning as a Fluorine Source in an Iodosobenzene-Mediated Intramolecular Aminofluorination of Homoallylic Amines

被引：71

作者：

Cui, Jian ^{[1
]}

Jia, Qun ^{[1
]}

Feng, Ruo-Zhu ^{[1
]}

Liu, Shan-Shan ^{[1
]}

He, Tian ^{[1
]}

Zhang, Chi ^{[1
]}

机构：

[1] Nankai Univ, Res Inst Elementoorgan Chem, Collaborat Innovat Ctr Chem Sci & Engn Tianjin, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 05期

基金：

中国国家自然科学基金;

关键词：

ELECTROPHILIC FLUORINATION; DERIVATIVES; TRIACETATES; INHIBITORS; ALKENES; POTENT;

D O I：

10.1021/ol500238k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A widely used Lewis acid BF3 center dot Et2O was shown to be capable of acting as an efficient fluorinating agent in an intramolecular aminofluorination reaction of homoallylic amines to provide 3-fluoropyrrolidines mediated by a commercially available hypervalent iodine(III) reagent PhIO at room temperature. A mechanism involving a carbocation intermediate was proposed on the basis of several experimental evidence.

引用

页码：1442 / 1445

页数：4