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Ultrasound Assisted Synthesis of 1,5-Disubstituted Tetrazoles Containing Propargyl or 2-Azidophenyl Moieties via Ugi-Azide Reaction
Published:
14 November 2021
by MDPI
in The 25th International Electronic Conference on Synthetic Organic Chemistry
session General Organic Synthesis
Abstract:
A series of ten 1,5-disubstituted-1H-tetrazoles (1,5-DS-T) were synthesized via isocyanide-based multicomponent reactions (IMCR) Ugi-azide in low to excellent yields, using propargyl amine or 2-azidobenzaldehyde as component under ultrasound irradiation (USI). 1,5-DS-T are useful heterocyclic moieties present in many bioactive compounds and drugs. Morever 1,5-DS-T are used as bidentate ligands, in coordination chemistry, metal-organic framework science, bioimaging, photo-imaging, explosives, propellants, high energy materials. The generated products can be used as synthetic platforms for subsequent post-transformations.
Keywords: Ugi-azide; isocyanide; 1,5-disubstituted-1H-tetrazoles; ultrasound irradiation