Direct Access to Isotopically Labeled Aliphatic Ketones Mediated by Nickel(I) Activation

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DOI

An extensive range of functionalized aliphatic ketones with good functional-group tolerance has been prepared by a NiI-promoted coupling of either primary or secondary alkyl iodides with NN2 pincer NiII-acyl complexes. The latter were easily accessed from the corresponding NiII-alkyl complexes with stoichiometric CO. This Ni-mediated carbonylative coupling is adaptable to late-stage carbon isotope labeling, as illustrated by the preparation of isotopically labelled pharmaceuticals. Preliminary investigations suggest the intermediacy of carbon-centered radicals.

Original languageEnglish
JournalAngewandte Chemie - International Edition
Volume59
Issue21
Pages (from-to)8099-8103
Number of pages5
ISSN1433-7851
DOIs
Publication statusPublished - May 2020

    Research areas

  • carbonylation, isotope labeling, ketones, ligand effects, nickel

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