Pd-EnCat™ TPP30 as a Catalyst for the Generation of Highly Functionalized Aryl- and Alkenyl-Substituted Acetylenes via Microwave-Assisted Sonogashira Type Reactions

被引：44

作者：

Sedelmeier, Joerg ^{[1
]}

Ley, Steven V. ^{[1
]}

Lange, Heiko ^{[1
]}

Baxendale, Ian R. ^{[1
]}

机构：

[1] Univ Cambridge, Dept Chem, Innovat Technol Ctr, Cambridge CB2 1EW, England

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 2009卷 / 26期

基金：

英国工程与自然科学研究理事会;

关键词：

Cross-coupling; Heterogeneous catalysis; Reusable catalyst; Palladium; Microwave chemistry; Enynes; CROSS-COUPLING REACTIONS; SUPPORTED PALLADIUM CATALYST; COPPER-FREE; BOND FORMATION; LIGAND-FREE; SUZUKI; CHEMISTRY; BROMIDES; IODIDES; ACETATE;

D O I：

10.1002/ejoc.200900344

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report a rapid microwave-assisted Sonogashira cross-coupling of aryl iodides and bromides with terminal alkynes using Pd-EnCat(TM) TPP30. Both electron-rich and electron-deficient aryl halides reacted smoothly with a broad variety of terminal alkynes in MeCN at 100-120 degrees C. The coupling products were obtained in good to excellent yields and in high purity. This reaction can be performed under copper- and DMF-free conditions and does not require an inert atmosphere. Furthermore, the encapsulated catalyst can be recovered and recycled by a simple filtration of the reaction mixture. It can be reused in further reactions with only minor decrease in activity. Additionally, we were able to produce a variety of enyne derivatives under modified conditions employing the same Pd-EnCat(TM) source. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheirn, Germany, 2009)

引用

页码：4412 / 4420

页数：9

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