Literature DB >> 25146346

Ruthenium-catalyzed reductive methylation of imines using carbon dioxide and molecular hydrogen.

Kassem Beydoun1, Ghazi Ghattas, Katharina Thenert, Jürgen Klankermayer, Walter Leitner.   

Abstract

The use of the well-defined [Ru(triphos)(tmm)] catalyst, CO2 as C1 source, and H2 as reducing agent enabled the reductive methylation of isolated imines, as well as the direct coupling of amines with aldehydes and the subsequent reductive methylation of the in situ formed imines. The method, which afforded the corresponding N-methyl amines in very good to excellent yields, was also used for the preparation of the antifungal agent butenafine in one step with no apparent waste, thus increasing the atom efficiency of its synthesis.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  amines; carbon dioxide; homogeneous catalysis; hydrogenation; methylation

Year:  2014        PMID: 25146346     DOI: 10.1002/anie.201403711

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  6 in total

1.  Synthesis of acetic acid via methanol hydrocarboxylation with CO2 and H2.

Authors:  Qingli Qian; Jingjing Zhang; Meng Cui; Buxing Han
Journal:  Nat Commun       Date:  2016-05-11       Impact factor: 14.919

2.  Cobalt-catalysed reductive C-H alkylation of indoles using carboxylic acids and molecular hydrogen.

Authors:  Jose R Cabrero-Antonino; Rosa Adam; Kathrin Junge; Matthias Beller
Journal:  Chem Sci       Date:  2017-07-26       Impact factor: 9.825

3.  Highly selective hydrogenation of CO2 into C2+ alcohols by homogeneous catalysis.

Authors:  Qingli Qian; Meng Cui; Zhenhong He; Congyi Wu; Qinggong Zhu; Zhaofu Zhang; Jun Ma; Guanying Yang; Jingjing Zhang; Buxing Han
Journal:  Chem Sci       Date:  2015-07-10       Impact factor: 9.825

4.  Butenafine and analogues: An expeditious synthesis and cytotoxicity and antifungal activities.

Authors:  Ana María Garzón Porras; Bruna Silva Terra; Taniris Cafiero Braga; Thais Furtado Ferreira Magalhães; Cleide Viviane Buzanello Martins; Danielle Letícia da Silva; Ludmila Matos Baltazar; Ludmila Ferreira Gouveia; Gustavo José Cota de Freitas; Daniel Assis Santos; Maria Aparecida Resende-Stoianoff; Beth Burgwyn Fuchs; Eleftherios Mylonakis; Rossimiriam Pereira de Freitas; Ângelo de Fátima
Journal:  J Adv Res       Date:  2018-06-21       Impact factor: 10.479

5.  Towards a general ruthenium-catalyzed hydrogenation of secondary and tertiary amides to amines.

Authors:  Jose R Cabrero-Antonino; Elisabetta Alberico; Kathrin Junge; Henrik Junge; Matthias Beller
Journal:  Chem Sci       Date:  2016-02-09       Impact factor: 9.825

6.  Selective synthesis of formamides, 1,2-bis(N-heterocyclic)ethanes and methylamines from cyclic amines and CO2/H2 catalyzed by an ionic liquid-Pd/C system.

Authors:  Ruipeng Li; Yanfei Zhao; Huan Wang; Junfeng Xiang; Yunyan Wu; Bo Yu; Buxing Han; Zhimin Liu
Journal:  Chem Sci       Date:  2019-09-03       Impact factor: 9.825

  6 in total

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