Ruthenium-catalyzed synthesis of β-oxo esters in aqueous medium: Scope and limitations

Green Chemistry Pub Date: 2009-10-28 DOI: 10.1039/B914774H

Abstract

The ability of the hydrosoluble ruthenium(II) complexes [RuCl2(η6-arene)(PTA)] 3a–d, [RuCl2(η6-arene)(PTA-Bn)] 4a–d, [RuCl2(η6-arene)(DAPTA)] 5a–d, [RuCl2(η6-arene)(TPPMS)] 6a–d (arene = C6H6, p-cymene, 1,3,5-C6H3Me3, C6Me6) to promote the atom-economic formation of β-oxo esters, by addition of carboxylic acids to terminal propargylic alcohols in water has been explored. Scope, limitations and catalyst recycling have been evaluated using the most active catalyst [RuCl2(η6-C6H6)(TPPMS)], 6a.

Graphical abstract: Ruthenium-catalyzed synthesis of β-oxo esters in aqueous medium: Scope and limitations
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