Facile One-Pot Synthesis of 2,3,5-Substituted 1,2,4-Oxadiazolines from Nitriles in Aqueous Solution

Alkyl/aryl amidoximes, prepared from the corresponding nitriles and N-alkylhydroxylamines, have readily undergone consecutive Michael additions to electron-deficient alkynes and provided highly substituted 1,2,4-oxadiazolines in good yields in homogeneous aqueous solution.

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Bibliographic Details
Published in:Organic letters 2005-03, Vol.7 (7), p.1391-1393
Main Authors: Naidu, B. Narasimhulu, Sorenson, Margaret E
Format: Article
Language:English
Subjects:
Alkynes - chemical synthesis
Combinatorial Chemistry Techniques
Molecular Structure
Nitriles - chemistry
Oxadiazoles - chemical synthesis
Oximes - chemical synthesis
Solutions
Water - chemistry
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Description
Summary:Alkyl/aryl amidoximes, prepared from the corresponding nitriles and N-alkylhydroxylamines, have readily undergone consecutive Michael additions to electron-deficient alkynes and provided highly substituted 1,2,4-oxadiazolines in good yields in homogeneous aqueous solution.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol0502073