Rhodium-Catalysed Tandem Hydroformylation/Arylation Reaction with Boronic Acids

被引:9
作者
Almeida, Ana R. [1 ]
Dias, Roberto D. [1 ]
Monteiro, Carlos J. P. [1 ]
Abreu, Artur R. [1 ,2 ]
Gois, Pedro M. P. [3 ]
Carles Bayon, J. [4 ]
Pereira, Mariette M. [1 ]
机构
[1] Univ Coimbra, Dept Quim, P-3004535 Coimbra, Portugal
[2] Luzitin SA, P-3045016 Coimbra, Portugal
[3] Univ Lisbon, IMed UL, Fac Farm, P-1649003 Lisbon, Portugal
[4] Univ Autonoma Barcelona, Dept Quim, E-08193 Barcelona, Spain
关键词
arylation; hydroformylation; multicatalytic process; rhodium; tandem reactions; FISCHER INDOLE SYNTHESIS; HYDROFORMYLATION/REDUCTIVE AMINATION; SEQUENTIAL HYDROFORMYLATION; DIRHODIUM(II) COMPLEXES; FRAGRANCE COMPOUNDS; COUPLING REACTIONS; DOMINO REACTIONS; METAL; ALDEHYDES; HYDROGENATION;
D O I
10.1002/adsc.201300968
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A new efficient multicatalytic process involving a single catalyst to promote tandem hydroformylation/arylation reactions is disclosed. The effect of the rhodium ligand was evaluated and the rhodium/triphenylphosphine catalytic system was selected to apply the methodology to different olefins and boronic acids. High yields (up to 89%) and good to excellent isomer ratios (up to 98:2) were achieved using aryl olefins as starting materials. This new methodology allows the preparation of secondary alcohols, from simple olefins, and paves the way for the synthesis of high-value products, namely vinylindole and anethole derivatives.
引用
收藏
页码:1223 / 1228
页数:6
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