1241573-19-2Relevant academic research and scientific papers
Ruthenium(IV)-catalyzed markovnikov addition of carboxylic acids to terminal alkynes in aqueous medium
Cadierno, Victorio,Francos, Javier,Gimeno, Jose
experimental part, p. 852 - 862 (2011/04/15)
The dimeric bis(allyl)ruthenium(IV) complex [{RuCl(μ-Cl)( η3:η3-C10H16)}2] (C10H16 = 2,7-dimethylocta-2,6-diene-1,8-diyl) (5) and several mononuclear species trans-[RuCl2(η3: η3-C10H16)(L)] (L = two-electron-donor ligand) (6) derived from 5 have been checked as catalysts for the addition of carboxylic acids onto terminal alkynes using water as a green reaction medium. The best results in terms of activity and regioselectivity were obtained with the mononuclear derivative trans-[RuCl2(η3: η3-C10H16)(PPh3)] (6a), which was able to promote the selective Markovnikov addition of both aromatic and aliphatic carboxylic acids to a large variety of terminal alkynes, enynes, and diynes as well as propargylic alcohols. In this way, a wide number of enol esters and β-oxo esters could be synthesized in moderate to good yields under mild conditions (60 °C) in an aqueous medium.
Ruthenium-catalyzed synthesis of β-oxo esters in aqueous medium: Scope and limitations
Cadierno, Victorio,Francos, Javier,Gimeno, Jose
experimental part, p. 135 - 143 (2010/05/18)
The ability of the hydrosoluble ruthenium(ii) complexes [RuCl 2(η6-arene)(PTA)] 3a-d, [RuCl2(η 6-arene)(PTA-Bn)] 4a-d, [RuCl2(η6-arene) (DAPTA)] 5a-d, [RuCl2(η6-arene)(TPPMS)] 6a-d (arene = C6H6, p-cymene, 1,3,5-C6H3Me 3, 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 [RuCl 2(η6-C6H6)(TPPMS)], 6a.
