Palladium-Catalyzed Denitrative Synthesis of Aryl Nitriles from Nitroarenes and Organocyanides

A denitrative cyanation of nitroarenes using organocyanides and a palladium catalyst was developed. The key for this reaction was the utilization of an aminoacetonitrile as a cyano source to avoid the generation of stoichiometric metal- and halogen-containing chemical waste. A wide range of nitroare...

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Bibliographic Details
Published in:Organic letters 2024-05, Vol.26 (18), p.3977-3981
Main Authors: Iizumi, Keiichiro, Tanaka, Hiroki, Muto, Kei, Yamaguchi, Junichiro
Format: Article
Language:English
Subjects:
catalysts
nitriles
nitroaromatic compounds
palladium
stoichiometry
wastes
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Summary:A denitrative cyanation of nitroarenes using organocyanides and a palladium catalyst was developed. The key for this reaction was the utilization of an aminoacetonitrile as a cyano source to avoid the generation of stoichiometric metal- and halogen-containing chemical waste. A wide range of nitroarenes, including heteroarenes and pharmaceutical molecules, can be converted into aryl nitriles.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c01118