Facile and Rapid Synthesis of 5-Substituted 1H-Tetrazoles VIA a Multicomponent Domino Reaction Using Nickel(II) Oxide Nanoparticles as Catalyst

2-(1H-Tetrazol-5-yl)acrylonitrile derivatives were synthesized through multicomponent domino Knoevenagel condensation/1,3-dipolar cycloaddition reaction of carbonyl compounds, malononitrile, and sodium azide in the presence of NiO nanoparticles as a highly efficient catalyst. This method has the adv...

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Published inChemistry of heterocyclic compounds (New York, N.Y. 1965) Vol. 50; no. 11; pp. 1567 - 1574
Main Authors Safaei-Ghomi, J., Paymard-Samani, S.
Format Journal Article
LanguageEnglish
Published Boston Springer US 01.02.2015
Springer Nature
Springer
Subjects
Acrylonitrile
Chemistry
Chemistry and Materials Science
Chemistry, Organic
Nanoparticles
Nickel
Organic Chemistry
Pharmacy
Physical Sciences
Science & Technology
Technology application
NiO nanoparticles
2-
Knoevenagel condensation
tetrazol-5-yl)acrylonitrile
1,3-dipolar cycloaddition
MGO
NITRILES
NITROGEN-RICH SALTS
TETRAZOLE-DERIVATIVES
2-(1H-tetrazol-5-yl)acrylonitrile
IONIC LIQUIDS
TRIMETHYLSILYL AZIDE
EFFICIENT
1-SUBSTITUTED-1H-1,2,3,4-TETRAZOLES
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Summary:2-(1H-Tetrazol-5-yl)acrylonitrile derivatives were synthesized through multicomponent domino Knoevenagel condensation/1,3-dipolar cycloaddition reaction of carbonyl compounds, malononitrile, and sodium azide in the presence of NiO nanoparticles as a highly efficient catalyst. This method has the advantage of very short reaction times, high yields, simple methodology, and easy work-up. The catalyst can be recovered and reused while maintaining good yields.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-014-1625-x