Nickel-Catalyzed [3+2+2] Cycloadditions between Alkynylidenecyclopropanes and Activated Alkenes

被引：75

作者：

Saya, Lucia ^{[2
,3
]}

Bhargava, Gaurav ^{[2
,3
]}

Navarro, Miguel A. ^{[2
,3
]}

Gulias, Moises ^{[2
,3
]}

Lopez, Fernando ^{[1
]}

Fernandez, Israel ^{[4
]}

Castedo, Luis ^{[2
,3
]}

Mascarenas, Jose L. ^{[2
,3
]}

机构：

[1] CSIC, Inst Quim Organ Gen, E-28006 Madrid, Spain

[2] Univ Santiago de Compostela, Dept Quim Organ, Ctr Singular Invest Quim & Biol & Mat Mol, Santiago De Compostela 15782, Spain

[3] Univ Santiago de Compostela, Unidad Asociada, CSIC, Santiago De Compostela 15782, Spain

[4] Univ Complutense, Fac Ciencias Quim, Dept Quim Inorgan, E-28040 Madrid, Spain

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 51期

关键词：

cycloaddition; cyclopropanes; insertion; nickel; transition metals; ELECTRON-DEFICIENT OLEFINS; ETHYL CYCLOPROPYLIDENEACETATE; INTRAMOLECULAR CYCLOADDITION; METHYLENE-CYCLOPROPANE; ALKYNES; ALKYLIDENECYCLOPROPANES; METHYLENECYCLOPROPANE; ALK-5-YNYLIDENECYCLOPROPANES; COCYCLIZATION; DIMERIZATION;

D O I：

10.1002/anie.201004438

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Now with nickel: [3C+2C+2C] cycloadditions involving non-activated alkylidenecyclopropanes provide a practical entry to a variety of interesting 6,7-fused bicyclic systems (see scheme; cod=1,5-cyclooctadiene). DFT calculations, combined with experimental data, suggest that the catalytic cycle involves the initial formation of 1-alkylidenenickelacyclobutane intermediates, such as 1. Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：9886 / 9890

页数：5

共 33 条

[1] Palladium-catalyzed [3C+2C+2C] cycloaddition of enynylidenecyclopropanes: efficient construction of fused 5-7-5 tricyclic systems [J].