Reaction between (Z)‑Arylchlorooximes and α‑Isocyanoacetamides: A Procedure for the Synthesis of Aryl-α-ketoamide Amides

(Z)-Arylchlorooximes and α-isocyanoacetamides undergo a smooth reaction to produce 1,3-oxazol-2-oxime derivatives in good yields. Opening of the oxazole ring and deoximation reaction give a facile access to aryl-α-ketoamide amides, a class of privileged scaffolds in medicinal chemistry and important...

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Bibliographic Details
Published in:Journal of organic chemistry 2014-07, Vol.79 (13), p.6006-6014
Main Authors: Giustiniano, Mariateresa, Mercalli, Valentina, Cassese, Hilde, Di Maro, Salvatore, Galli, Ubaldina, Novellino, Ettore, Tron, Gian Cesare
Format: Article
Language:English
Subjects:
Amides - chemical synthesis
Amides - chemistry
Catalysis
Molecular Structure
Nitriles - chemistry
Oxazoles - chemical synthesis
Oxazoles - chemistry
Oximes - chemical synthesis
Oximes - chemistry
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Summary:(Z)-Arylchlorooximes and α-isocyanoacetamides undergo a smooth reaction to produce 1,3-oxazol-2-oxime derivatives in good yields. Opening of the oxazole ring and deoximation reaction give a facile access to aryl-α-ketoamide amides, a class of privileged scaffolds in medicinal chemistry and important synthetic intermediates in organic chemistry.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo5005444