Intramolecular Fluorocyclizations of Unsaturated Carboxylic Acids with a Stable Hypervalent Fluoroiodane Reagent

被引：85

作者：

Geary, Gemma C. ^{[1
]}

Hope, Eric G. ^{[1
]}

Stuart, Alison M. ^{[1
]}

机构：

[1] Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 49期

关键词：

cyclizations; fluorine; hypervalent compounds; lactones; silver; ELECTROPHILIC FLUOROCYCLIZATION; 1,3-DICARBONYL COMPOUNDS; CATALYZED FLUORINATION; AMINOFLUORINATION; FLUOROLACTONIZATION; LACTONIZATION; F-TEDA-BF4; ALCOHOLS; ESTERS; MILD;

D O I：

10.1002/anie.201507790

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A new class of fluorinated lactones was prepared by the intramolecular fluorocyclizations of unsaturated carboxylic acids by using the stable fluoroiodane reagent in combination with AgBF4. This unique reaction incorporates a cyclization, an aryl migration, and a fluorination all in one step. The fluoroiodane reagent, prepared easily from fluoride, can also be used without a metal catalyst to give moderate yields within just 1 hour, thus demonstrating that it is a suitable reagent for developing new F-18-labelled radiotracers for PET imaging.

引用

页码：14911 / 14914

页数：4

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