Palladium-Catalyzed, Atmospheric Pressure Carbonylation of Allylic Halides under the Influence of Sodium Hydroxide or Alkoxides. A Facile Synthesis of β,γ-Unsaturated Acids
- 1 October 1992
- journal article
- research article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 65 (10) , 2589-2593
- https://doi.org/10.1246/bcsj.65.2589
Abstract
The palladium-catalyzed, atmospheric-pressure carboxylation of allylic halides occurs readily in an aqueous sodium hydroxide/organic solvents two-phase system, giving β,γ-unsaturated acids. Phosphine complexes [PdCl2L2] (I, L = m-(Ph2P)C6H4SO3Na; II, L = Ph3P) or Na2[PdCl4] (III) can be used as the catalyst. Atmospheric-pressure alkoxycarbonylation is realized under the influence of a homogeneous alcoholic solution of sodium alkoxide. Phosphine-free palladium complexes, such as [(π-allyl)PdCl]2 or III, are the favored catalyst. β,γ-Unsaturated esters are obtained in high yields.Keywords
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