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

Authors :
Donslund, Aske S.
Pedersen, Simon S.
Gaardbo, Cecilie
Neumann, Karoline T.
Kingston, Lee
Elmore, Charles S.
Skrydstrup, Troels
Source :
Angewandte Chemie. 5/18/2020, Vol. 132 Issue 21, p8176-8180. 5p.
Publication Year :
2020

Abstract

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. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
00448249
Volume :
132
Issue :
21
Database :
Academic Search Index
Journal :
Angewandte Chemie
Publication Type :
Academic Journal
Accession number :
143150740
Full Text :
https://doi.org/10.1002/ange.201916391