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Synlett 1999; 1999(3): 345-347
DOI: 10.1055/s-1999-2599
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Carbon-Carbon Bond Forming Reactions In Supercritical Carbon Dioxide in the Presence of a Supported Palladium Catalyst

Sandro Cacchi* , Giancarlo Fabrizi, Francesco Gasparrini, Claudio Villani
  • *Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università "La Sapienza", P.le A. Moro 5, 00185 Roma, Italy; Fax +39 (06) 49 91.27 80; E-mail: cacchi@uniroma1.it
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Publication Date:
31 December 1999 (online)

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The reaction of aryl iodides or vinyl triflates with a variety of olefins in supercritical carbon dioxide (scCO2), in the presence of triethylamine and palladium on carbon, has been investigated. Methyl acrylate, styrene and acrylonitrile afford vinylic substitution products. Butenone reacts with aryl iodides to form a mixture of vinylic substitution and hydroarylation (formal conjugate addition) products. n-Butyl, vinyl ether gives rise to the formation of products arising from the α- and β-arylation process.

supercritical carbon dioxide - palladium - heterogeneous catalysis - vinylic substitution - hydroarylation

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