Rhodium-catalysed tandem hydroformylation/arylation reaction with boronic acids

Ana R. Almeida, Roberto D. Dias, Carlos J.P. Monteiro, Artur R. Abreu, Pedro M.P. Gois, J. Carles Bayon, Mariette M. Pereira

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Abstract

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. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Original languageEnglish
Pages (from-to)1223-1228
JournalAdvanced Synthesis and Catalysis
Volume356
Issue number6
DOIs
Publication statusPublished - 14 Apr 2014

Keywords

  • arylation
  • hydroformylation
  • multicatalytic process
  • rhodium
  • tandem reactions

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    Almeida, A. R., Dias, R. D., Monteiro, C. J. P., Abreu, A. R., Gois, P. M. P., Bayon, J. C., & Pereira, M. M. (2014). Rhodium-catalysed tandem hydroformylation/arylation reaction with boronic acids. Advanced Synthesis and Catalysis, 356(6), 1223-1228. https://doi.org/10.1002/adsc.201300968