Copper-Catalyzed Oxyvinylation of Diazo Compounds

被引：29

作者：

Pisella, Guillaume ^{[1
]}

Gagnebin, Alec ^{[1
]}

Waser, Jerome ^{[1
]}

机构：

[1] Ecole Polytech Fed Lausanne, Lab Catalysis & Organ Synth, Inst Sci & Ingn Chim, CH-1015 Lausanne, Switzerland

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 10期

基金：

欧洲研究理事会; 瑞士国家科学基金会;

关键词：

C-C BOND; ALPHA-DIAZOCARBONYL COMPOUNDS; HYPERVALENT IODINE REAGENTS; CARBON QUATERNARY CENTERS; CARBENE INSERTION; MULTICOMPONENT REACTIONS; COOPERATIVE CATALYSIS; ASYMMETRIC-SYNTHESIS; N-TOSYLHYDRAZONES; OXY-ALKYNYLATION;

D O I：

10.1021/acs.orglett.0c01150

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A copper(I)-catalyzed vinylation of diazo compounds with vinylbenziodoxolone reagents (VBX) as partners is reported. The transformation tolerates diverse functionalities on both reagents delivering polyfunctionalized vinylated products. The strategy was successfully extended to a three-component/intermolecular version with alcohols. The obtained products contain synthetically versatile functional groups, such as an aryl iodide, an ester, and an allylic leaving group, enabling further modification.

引用

页码：3884 / 3889

页数：6

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