Catalyst-free, aqueous and highly diastereoselective synthesis of new 5-substituted 1H-tetrazoles via a multi-component domino Knoevenagel condensation/1,3 dipolar cycloaddition reaction

An approach for the synthesis of new 5-substituted-tetrazoles via multi-component domino Knoevenagel condensation/1,3 dipolar cycloaddition reaction of carbonyl compounds, malononitrile and sodium azide in water without assistance of any catalyst has been reported. This general protocol provides a w...

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Veröffentlicht in:	Tetrahedron 2012-02, Vol.68 (6), p.1769-1773
Hauptverfasser:	NOROOZI TISSEH, Zeinab, DABIRI, Minoo, NOBAHAR, Mohsen, REZA KHAVASI, Hamid, BAZGIR, Ayoob
Format:	Artikel
Sprache:	eng
Schlagworte:	Carbonyl compounds Catalysis Catalysts Catalysts: preparations and properties Chemistry Condensing Cycloaddition Exact sciences and technology General and physical chemistry Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Malononitrile Organic chemistry Preparations and properties Sodium azides Synthesis (chemistry) Tetrahedrons Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
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Zusammenfassung:	An approach for the synthesis of new 5-substituted-tetrazoles via multi-component domino Knoevenagel condensation/1,3 dipolar cycloaddition reaction of carbonyl compounds, malononitrile and sodium azide in water without assistance of any catalyst has been reported. This general protocol provides a wide variety of 5-substituted 1H-tetrazoles in good yields under mild reaction conditions.
ISSN:	0040-4020 1464-5416
DOI:	10.1016/j.tet.2011.12.044