Palladium-Catalyzed Intramolecular Aminofluorination of Unactivated Alkenes

被引：273

作者：

Wu, Tao ^{[1
]}

Yin, Guoyin ^{[1
]}

Liu, Guosheng ^{[1
]}

机构：

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

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 45期

基金：

中国国家自然科学基金;

关键词：

N-FLUOROBENZENESULFONIMIDE; MEDIATED FLUORINATION; BOND FORMATION; ACIDS; AMINOACETOXYLATION; CONSTRUCTION; DIAMINATION; FLUORIDE;

D O I：

10.1021/ja9076588

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel palladium-catalyzed intramolecular oxidative aminofluorination of unactivated alkenes has been developed, in which AgF was used as a key fluorinating reagent and PhI(OPiv)(2) as oxidant. The reaction afforded vicinal fluoroamine products with very high regioselectivity. A Pd(II/IV) catalytic cycle was proposed, and preliminary mechanistic studies indicated that direct reductive elimination of Pd(IV) intermediates is favored, albeit competing with S(N)2 nucleophilic attack by fluorine, to form a C-F bond.

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页码：16354 / +

页数：4

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