Literature DB >> 24259460

One-pot palladium-catalyzed borrowing hydrogen synthesis of thioethers.

Avelino Corma1, Javier Navas, Tania Ródenas, María J Sabater.   

Abstract

Palladium on magnesium oxide is able to allow a one-pot reaction to synthesize thioethers from thiols and aldehydes formed in situ from the respective alcohol by means of a borrowing hydrogen method. The reaction is initiated by dehydrogenation of the alcohol to give a palladium hydride intermediate and an aldehyde. The latter reacts with a thiol involving most probably the intermediacy of a thionium ion RCH=S(+)R, which can be reduced in situ by the metal hydride to afford thioethers.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  heterogeneous catalysis; hydrogen transfer; palladium; synthetic methods; thioethers

Mesh:

Substances:

Year:  2013        PMID: 24259460     DOI: 10.1002/chem.201302226

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  2 in total

Review 1.  Borrowing Hydrogen for Organic Synthesis.

Authors:  Benjamin G Reed-Berendt; Daniel E Latham; Mubarak B Dambatta; Louis C Morrill
Journal:  ACS Cent Sci       Date:  2021-03-25       Impact factor: 14.553

2.  Selective synthesis of thioethers in the presence of a transition-metal-free solid Lewis acid.

Authors:  Federica Santoro; Matteo Mariani; Federica Zaccheria; Rinaldo Psaro; Nicoletta Ravasio
Journal:  Beilstein J Org Chem       Date:  2016-12-06       Impact factor: 2.883

  2 in total

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