An efficient solvent-free synthesis of isoxazolyl-1,4-dihydropyridines on solid support SiO2 under microwave irradiation

Dawei Zhang, Xiaodong Chen, Xue Guo, Yumin Zhang, Yaya Hou, Tianqi Zhao, Qiang Gu*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

13 Citations (Scopus)

Abstract

An efficient synthesis of 1,4-dihydropyridines was developed. 1,4-Dihydropyridines were synthesized starting from various 3-substituted isoxazolyl-5-carbaldehydes, ethyl acetoacetate, and ammonium acetate under microwave irradiation and solvent-free conditions (86–96 %), and were characterized by HRMS, FT-IR, 1H NMR, and 13C NMR spectroscopy. Solid support SiO2 was found to possess favorable catalysis and dispersancy for the condensation reaction. The merits of the method included the environmental friendly reaction conditions, simple operation, extensive substrates, good yields and reuse of the SiO2. Moreover, the crystal structure of compound diethyl 4-[3-(2-methoxyphenyl)isoxazol-5-yl]-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate in orthorhombic Pbca space group was presented. Graphical abstract: [Figure not available: see fulltext.]

Original languageEnglish
Pages (from-to)1605-1614
Number of pages10
JournalMonatshefte fur Chemie
Volume147
Issue number9
DOIs
Publication statusPublished - Sept 1 2016
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2016, Springer-Verlag Wien.

ASJC Scopus Subject Areas

  • General Chemistry

Keywords

  • Condensation reaction
  • Hantzsch reaction
  • Isoxazole
  • Microwave irradiation
  • Solid support SiO

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