Literature DB >> 26073166

The expanding utility of continuous flow hydrogenation.

Peter J Cossar1, Lacey Hizartzidis, Michela I Simone, Adam McCluskey, Christopher P Gordon.   

Abstract

There has been an increasing body of evidence that flow hydrogenation enhances reduction outcomes across a wide range of synthetic transformations. Moreover flow reactors enhance laboratory safety with pyrophoric catalysts contained in sealed cartridges and hydrogen generated in situ from water. This mini-review focuses on recent applications of flow chemistry to mediate nitro, imine, nitrile, amide, azide, and azo reductions. Methodologies to effect de-aromatisation, hydrodehalogenation, in addition to olefin, alkyne, carbonyl, and benzyl reductions are also examined. Further, protocols to effect chemoselective reductions and enantioselective reductions are highlighted. Together these applications demonstrate the numerous advantages of performing hydrogenation under flow conditions which include enhanced reaction throughput, yields, simplified workup, and the potential applicability to multistep and cascade synthetic protocols.

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Year:  2015        PMID: 26073166     DOI: 10.1039/c5ob01067e

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  6 in total

1.  Engineering Chemistry Innovation.

Authors:  Jeffrey Y Pan
Journal:  ACS Med Chem Lett       Date:  2019-04-25       Impact factor: 4.345

2.  A concise flow synthesis of indole-3-carboxylic ester and its derivatisation to an auxin mimic.

Authors:  Marcus Baumann; Ian R Baxendale; Fabien Deplante
Journal:  Beilstein J Org Chem       Date:  2017-11-29       Impact factor: 2.883

3.  Continuous-flow synthesis of primary amines: Metal-free reduction of aliphatic and aromatic nitro derivatives with trichlorosilane.

Authors:  Riccardo Porta; Alessandra Puglisi; Giacomo Colombo; Sergio Rossi; Maurizio Benaglia
Journal:  Beilstein J Org Chem       Date:  2016-12-05       Impact factor: 2.883

Review 4.  Continuous-flow processes for the catalytic partial hydrogenation reaction of alkynes.

Authors:  Carmen Moreno-Marrodan; Francesca Liguori; Pierluigi Barbaro
Journal:  Beilstein J Org Chem       Date:  2017-04-20       Impact factor: 2.883

5.  Selective hydrogenation of nitroaromatics to N-arylhydroxylamines in a micropacked bed reactor with passivated catalyst.

Authors:  Feng Xu; Jian-Li Chen; Zhi-Jiang Jiang; Peng-Fei Cheng; Zhi-Qun Yu; Wei-Ke Su
Journal:  RSC Adv       Date:  2020-08-03       Impact factor: 3.361

6.  Continuous-Flow Amide and Ester Reductions Using Neat Borane Dimethylsulfide Complex.

Authors:  Sándor B Ötvös; C Oliver Kappe
Journal:  ChemSusChem       Date:  2020-02-20       Impact factor: 8.928

  6 in total

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