Identification of the Regioselectivity of the Thermal Huisgen 1,3-Dipolar Cycloaddition Reaction between an Azide Derivative and a Synthetic Heterocyclic Alkyne, through a Comparative Study of NMR Spectral Data
Theory and Applications of Chemistry Vol. 4,
Page 116-124
Abstract
The 1,3-dipolar cycloaddition reaction between 4-(azidomethyl)-4-methyl-2-phenyl-4,5-dihydrooxazole and 9-(prop-2-ynyl)-9H-carbazole, in toluene at reflux, leads to obtain two regioisomers with different proportions where the 1,4-regioisomer is generally more prominent than 1,5-regioisomer. The assignment of structures to 1,2,3-triazolic regioisomers was established in base of a comparative study of NMR spectral data (1H, 13C, 15N and 2D 1H-15N HMBC spectra) in addition to the elemental analysis and MS data.
Keywords:
- Oxazoline
- 1,2,3-triazole
- 1,3-dipolar cycloaddition
- 1H-15N correlation
How to Cite
Aouine, Y., Boukhssas, S., Alami, A., Faraj, H., & Hallaoui, A. E. (2020). Identification of the Regioselectivity of the Thermal Huisgen 1,3-Dipolar Cycloaddition Reaction between an Azide Derivative and a Synthetic Heterocyclic Alkyne, through a Comparative Study of NMR Spectral Data. Theory and Applications of Chemistry Vol. 4, 116-124. Retrieved from https://stm1.bookpi.org/index.php/tac-v4/article/view/1106
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