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Palladium-catalysed hydroxycarbonylation of vinyl and aryl triflates: synthesis of α,β-unsaturated and aromatic carboxylic acids

✍ Scribed by Sandro Cacchi; Alessandro Lupi

Publisher: Elsevier Science
Year: 1992
Tongue: French
Weight: 281 KB
Volume: 33
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)74824-6

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✦ Synopsis

The palladium-catalysed hydroxycarbonylation of vinyl and aryl &Jutes, under a CO balloon, in dte presence of potassium acetate afford a,/%atsatwated and aromatic qzrboxylic acids with one more carbon in good to high yield. The nature of the solvent and of the ligand have been proved to be crucial for the success of the reaction. Vinyl trijlafes undergo the hydroxycarbonylation at room temperature in DMF in the presence of Pd(OAc)2(PPh3)2. Aryl triflates produce best results at 60 'C in DMSO in the presence of Pd(OAc)z and l,l-bis (tiphenylphosphirw&wocene (dppfl.

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