Regioselective synthesis of 2‐[1‐(2‐oxo‐2‐phenylethyl)‐1__H__‐[1,2,3]triazol‐4‐ylmethoxy]‐benzaldehyde derivatives was achieved by [3 + 2] cycloaddition reaction of 2‐(prop)‐2‐ynyloxy‐benzaldehyde derivatives with phenacyl azide. The regiochemistry and the spectral assignments of the synthesized tri
Structural elucidation of propargylated products of 3-substituted-1,2,4-triazole-5-thiols by NMR techniques
✍ Scribed by Preeti M. Chaudhary; Sayalee R. Chavan; M. Kavitha; Shailaja P. Maybhate; Sunita R. Deshpande; Anjali P. Likhite; P. R. Rajamohanan
- Publisher
- John Wiley and Sons
- Year
- 2008
- Tongue
- English
- Weight
- 149 KB
- Volume
- 46
- Category
- Article
- ISSN
- 0749-1581
- DOI
- 10.1002/mrc.2307
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Propargylation of 3‐substituted‐1,2,4‐triazole‐5‐thiols, which predominantly exist as their thione tautomers, was carried out with the view to synthesize different heterocycles and study their biological activity. Three different products namely, a mono S‐propargyl and two S,N‐dipropargyl regioisomers, arising from N1/N2 substitution, were isolated and characterized. Unambiguous structural elucidation of the regioisomers of S,N‐dipropargyl derivatives was achieved by means of ^13^C^1^H HMBC technique. The proportion of the regioisomers was found to vary with the substituent on the 1,2,4‐triazole thiols. No product corresponding to N4 substitution was isolated from any of the reactions carried out. Copyright © 2008 John Wiley & Sons, Ltd.
📜 SIMILAR VOLUMES
## Abstract Proton chemical shifts, as well as solvent shifts induced by benzene, can be used for the structure determination of 4,5‐asymmetrically substituted 1‐(__N__‐isoimido)‐1,2,3‐triazoles, derived from the oxidation of α‐diketone bisaroylhydrazones. The geometry of the postulated ‘collision