Cooperative Copper(I) and Primary Amine Catalyzed Room-Temperature Carbocyclization of Formyl Alkynes

被引：26

作者：

Montaignac, Benjamin ^{[1
,2
]}

Vitale, Maxime R. ^{[1
,2
]}

Ratovelomanana-Vidal, Virginie ^{[1
,2
]}

Michelet, Veronique ^{[1
,2
]}

机构：

[1] Chimie ParisTech, ENSCP, LCF, UMR 7223, F-75005 Paris, France

[2] CNRS, UMR 7223, F-75005 Paris, France

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2011年 / 2011卷 / 20-21期

关键词：

Copper; Amines; Organocatalysis; Cyclization; CONIA-ENE REACTION; SILYL ENOL ETHERS; TRANSITION-METAL; ENANTIOSELECTIVE SYNTHESIS; ELECTROPHILIC ACTIVATION; GOLD CATALYSIS; CYCLIZATIONS; CYCLOISOMERIZATION; PLATINUM; EFFICIENT;

D O I：

10.1002/ejoc.201100464

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient Cu-I/amine catalytic system is described for the carbocyclization of alpha-disubstituted formylalkynes at room temperature. Merging aminocatalysis to the copper(I)-catalyzed activation of alkynes led to clean carbocyclization of a wide range of functionalized substrates under mild conditions. This novel cooperative catalytic system allowed the formation of a variety of carbo-and heterocycles, including pyrrolidines, in good to excellent yields. Mechanistic aspects of this process are also discussed.

引用

页码：3723 / 3727

页数：5

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