One‐pot CuAAC synthesis of ( 1 H ‐1,2,3‐triazol‐1‐yl)methyl‐1,3,4/1,2,4‐oxadiazoles starting from available chloromethyl‐1,3,4/1,2,4‐oxadiazoles

The one‐pot CuAAC synthesis of (1 H ‐1,2,3‐triazol‐1‐yl)methyl‐1,3,4‐oxadiazole and (1 H ‐1,2,3‐triazol‐1‐yl)methyl‐1,2,4‐oxadiazole derivatives via three‐component reaction of consequent nucleophilic substitution of chlorine, with azide, and its further “click” reaction, with alkynes, in the presen...

Full description

Saved in:
Bibliographic Details
Published in:Journal of heterocyclic chemistry 2020-07, Vol.57 (7), p.2969-2976
Main Authors: Pokhodylo, Nazariy T., Savka, Roman D., Shyyka, Olga Ya, Obushak, Mykola D.
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The one‐pot CuAAC synthesis of (1 H ‐1,2,3‐triazol‐1‐yl)methyl‐1,3,4‐oxadiazole and (1 H ‐1,2,3‐triazol‐1‐yl)methyl‐1,2,4‐oxadiazole derivatives via three‐component reaction of consequent nucleophilic substitution of chlorine, with azide, and its further “click” reaction, with alkynes, in the presence of CuI was studied. The utility of newly synthesized 2‐(azidomethyl)‐1,3,4/1,2,4‐oxadiazoles and chloromethyl‐1,3,4/1,2,4‐oxadiazole derivatives was explored, and their limitations were determined. Novel 5‐([4‐aryl‐1 H ‐1,2,3‐triazol‐1‐yl]methyl)‐3‐(aryl)‐1,2,4‐oxadiazoles, 2‐([4‐aryl‐1 H ‐1,2,3‐triazol‐1‐yl]methyl)‐5‐(aryl)‐1,3,4‐oxadiazoles were obtained in good yields.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.4008