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

被引:74
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
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
收藏
页码:1442 / 1445
页数:4
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