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Visible-Light-Enabled Aminocarbonylation of Unactivated Alkyl Iodides with Stoichiometric Carbon Monoxide for Application on Late-Stage Carbon Isotope Labeling
Author(s) -
Malvika Sardana,
Joakim Bergman,
Cecilia Ericsson,
Lee Kingston,
Magnus Schou,
Christophe Dugave,
Davide Audisio,
Charles S. Elmore
Publication year - 2019
Publication title -
the journal of organic chemistry
Language(s) - English
Resource type - Journals
eISSN - 1520-6904
pISSN - 0022-3263
DOI - 10.1021/acs.joc.9b02575
Subject(s) - alkyl , carbon monoxide , chemistry , stoichiometry , catalysis , carbonylation , palladium , organic chemistry
A visible-light-mediated late-stage aminocarbonylation of unactivated alkyl iodides with stoichiometric amounts of carbon monoxide is presented. The method provides a mild, one-step route to [ carbonyl - 13/14 C] alkyl amides, thereby reducing radioactive waste, and handling of radioactive materials. Easily accessible and low-cost equipment and a palladium catalyst were successfully used for the synthesis of a wide range of alkyl amides.

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