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Pd-Catalyzed Decarbonylative Olefination of Aryl Esters: Towards a Waste-Free Heck Reaction

Lukas J. Goossen*, J. Paetzold

*Institut für Chemie - Organische Chemie, TU Kaiserslautern, Erwin-Schrödinger-Straße, Geb. 54, 67663 Kaiserslautern Email: goossenchemie.uni-kl.de

L. J. Goossen, J. Paetzold, Angew. Chem. Int. Ed., 2002, 41, 1237-1241.

DOI: 10.1002/1521-3773(20020402)41:7<1237::AID-ANIE1237>3.0.CO;2-F


Abstract

The palladium-catalyzed Heck olefination described in this publication represents a simple, high-yielding synthesis of functionalized vinyl arenes, heteroarenes, and 1,3-dienes from the plethora of available carboxylic acids via their nitrophenol esters. The nitrophenol esters are conveniently accessible from carboxylic acids and nitrophenol chloroformate. The alternative possibility of generating them directly from carboxylic acids and nitrophenol allows a low-waste reaction protocol for Heck olefinations.

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Key Words

arenes, esters, Heck reaction, homogeneous catalysis, palladium


ID: J06-Y2002-950