Rapid Access to Novel 1,2,3-Triazolo-Heterocyclic Scaffolds via Tandem Knoevenagel Condensation/Azide–Alkyne 1,3-Dipolar Cycloaddition Reaction in One Pot

Rapid Access to Novel 1,2,3-Triazolo-Heterocyclic Scaffolds via Tandem Knoevenagel Condensation/Azide–Alkyne 1,3-Dipolar Cycloaddition Reaction in One Pot

An operationally simple, one-pot, two-step cascade method has been developed to afford biologically important fused 1,2,3-triazolo-heterocyclic scaffolds from 2-alkynyl aryl(heteroaryl) aldehydes and phenacyl azides. This unique atom economical transformation engages four reactive centers (aldehyde,...

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Veröffentlicht in:ACS combinatorial science 2014-09, Vol.16 (9), p.466-477
Hauptverfasser: Maurya, Ram Awatar, Adiyala, Praveen Reddy, Chandrasekhar, D, Reddy, Chada Narsimha, Kapure, Jeevak Sopanrao, Kamal, Ahmed
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes - chemistry
Alkynes - chemistry
Azides - chemistry
Catalysis
Cyclization
Heterocyclic Compounds - chemical synthesis
Heterocyclic Compounds - chemistry
Molecular Structure
Triazoles - chemical synthesis
Triazoles - chemistry
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Beschreibung
Zusammenfassung:An operationally simple, one-pot, two-step cascade method has been developed to afford biologically important fused 1,2,3-triazolo-heterocyclic scaffolds from 2-alkynyl aryl(heteroaryl) aldehydes and phenacyl azides. This unique atom economical transformation engages four reactive centers (aldehyde, alkyne, active methylene, and azide) under metal-free catalysis.
ISSN:2156-8952
2156-8944
DOI:10.1021/co500070e