Literature DB >> 30106491

Synthesis of Aliphatic Carboxamides Mediated by Nickel NN2 -Pincer Complexes and Adaptation to Carbon-Isotope Labeling.

Karoline T Neumann1, Aske S Donslund1, Thomas L Andersen1, Dennis U Nielsen1, Troels Skrydstrup1.   

Abstract

The development of a nickel-mediated aminocarbonylation utilizing NN2 -pincer Ni-complexes, alkylzinc reagents, stoichiometric carbon monoxide and amines is described for the first time, which can be adapted to late-stage carbon-isotope labeling. This work expands the scope of the highly established palladium-promoted version of the reaction, by allowing carbon-sp3 fragments to take part in the three-component reaction. Finally, the results obtained show a remarkable effect of the pincer ligand for the reductive elimination step with the amine, which is followed by 13 C NMR spectroscopy studies.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkylzinc reagents; aminocarbonylation; isotope labeling; nickel; pincer complexes

Year:  2018        PMID: 30106491     DOI: 10.1002/chem.201804077

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


  2 in total

1.  Visible-Light-Enabled Aminocarbonylation of Unactivated Alkyl Iodides with Stoichiometric Carbon Monoxide for Application on Late-Stage Carbon Isotope Labeling.

Authors:  Malvika Sardana; Joakim Bergman; Cecilia Ericsson; Lee P Kingston; Magnus Schou; Christophe Dugave; Davide Audisio; Charles S Elmore
Journal:  J Org Chem       Date:  2019-12-11       Impact factor: 4.354

2.  Ruthenium pincer complex-catalyzed heterocycle compatible alkoxycarbonylation of alkyl iodides: substrate keeps the catalyst active.

Authors:  Han-Jun Ai; Yang Yuan; Xiao-Feng Wu
Journal:  Chem Sci       Date:  2022-02-07       Impact factor: 9.825

  2 in total

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