Palladium-Catalyzed Amidation of N-Tosylhydrazones with Isocyanides

Aminocarbonylation of N‐tosylhydrazones: The direct formation of ketenimines from carbenes and isocyanides is limited to the reaction of Fischer carbene complexes or some specially stabilized carbenes with isocyanides. A Pd‐catalyzed amidation of N‐tosylhydrazones with isocyanides via a ketenimine i...

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Bibliographic Details
Published in:Chemistry : a European journal 2011-10, Vol.17 (44), p.12268-12271
Main Authors: Zhou, Fengtao, Ding, Ke, Cai, Qian
Format: Article
Language:English
Subjects:
amidation
Amides
Amides - chemistry
Carbenes
Carbonyl compounds
Catalysis
Chemistry
Cyanides - chemistry
Formations
Hydrazones - chemistry
isocyanides
ketenimines
Molecular Structure
Palladium
Palladium - chemistry
synthetic methods
tosylhydrazones
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Summary:Aminocarbonylation of N‐tosylhydrazones: The direct formation of ketenimines from carbenes and isocyanides is limited to the reaction of Fischer carbene complexes or some specially stabilized carbenes with isocyanides. A Pd‐catalyzed amidation of N‐tosylhydrazones with isocyanides via a ketenimine intermediate in the presence of water is described. The method offers a general way to synthesize amides from carbonyl compounds through one‐carbon extension (see scheme).
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201102459