Dihaloiodoarenes: α,α-Dihalogenation of Phenylacetate Derivatives

被引：109

作者：

Tao, Jason ^{[1
]}

Tran, Richard ^{[1
]}

Murphy, Graham K. ^{[1
]}

机构：

[1] Univ Waterloo, Dept Chem, Waterloo, ON N2L 3G1, Canada

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 44期

基金：

加拿大自然科学与工程研究理事会;

关键词：

POLYVALENT IODINE COMPOUNDS; HYPERVALENT IODINE; ETHYL BROMODIFLUOROACETATE; SECONDARY ALCOHOLS; ORGANIC-SYNTHESIS; IODONIUM YLIDES; KETONES; COPPER; TRIFLUORIDE; REAGENTS;

D O I：

10.1021/ja408678p

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A hypervalent iodine reagent-based alpha-carbonyl dihalogenation reaction is reported. Treating diazoacetate derivatives with either iodobenzene dichloride or iodotoluene difluoride results in gem-dichlorination or gem-difluorination products, respectively. The reaction is catalyzed by either Lewis acid or Lewis base activation of the aryl-lambda(3)-iodane (ArIX2) species and proceeds rapidly and chemoselectively to the desired gem-difunctionalized products in good to excellent yield.

引用

页码：16312 / 16315

页数：4

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