Facile one-pot synthesis of 5-substituted isoxazoles and pyrazoles through microwave-promoted intramolecular cyclization of γ-hydroxyalkynal oximes and hydrazones

Simple and efficient one-pot synthesis of 5-substituted isoxazoles and pyrazoles has been developed. The formation of the target isoxazoles and pyrazoles is initiated by 1,2-nucleophilic addition of generated in situ hydroxylamine or hydrazine to α-acetylenic γ-hydroxyaldehydes with further intramolecular cyclization of the adducts. The protocols are associated with readily available substrates, simple procedure, short reaction time, and moderate to high yields. © 2017 Taylor & Francis.

Authors
Bulanov D.A. 1, 2 , Novokshonova I.A.1 , Novokshonov V.V.1 , Ushakov I.A.1 , Sterkhova I.V.1
Number of issue
4
Language
English
Pages
335-343
Status
Published
Volume
47
Year
2017
Organizations
  • 1 Laboratory of Carbofunctional Compounds, A.E. Favorsky Irkutsk Institute of Chemistry, SB RAS, Irkutsk, Russian Federation
  • 2 Department of Organic Chemistry, RUDN University, Moscow, Russian Federation
Keywords
intramolecular cyclization; isoxazoles; microwave; pyrazoles; γ-Hydroxyalkynals
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