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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 | Chapter 12 | Theory and Applications of Chemistry Vol. 4

The 1,3-dipolar cycloaddition reaction between 4-(azidomethyl)-4-methyl-2-phenyl-4,5-dihydrooxazole and 9-(prop-2-ynyl)-9 H -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 ( 1 H, 13 C, 15 N and 2D 1 H- 15 N HMBC spectra) in addition to the elemental analysis and MS data. Author(s) Details Younas Aouine Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco and Department of Chemistry, Faculty of Sciences, Ibn Zohr University, P.B. 8106, Cité Dakhla, Agadir 80060, Morocco. Salaheddine Boukhssas Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco a...

Synthesis, Characterization and Antibacterial Activity of Diethyl 1-((4-Methyl-2-phenyl- 4,5-dihydrooxazol-4-yl)methyl)-1H-1,2,3-triazole-4,5-dicarboxylate: Advanced Study| Chapter 8|Theory and Applications of Chemistry Vol. 4

The compound, diethyl 1-((4-methyl-2-phenyl-4,5-dihydrooxazol-4-yl)methyl)-1H-1,2,3-triazole-4,5-dicarboxylate 2, was synthesized in high yield, through 1,3-dipolar cycloaddition reaction of 4-(azidomethyl)-4-methyl-2-phenyl-4,5-dihydrooxazole and diethyl but-2-ynedioate in the absence of a solvent. The structure of the synthesized compound was established on the basis of NMR spectroscopy (1H, 13C), X-ray crystallography and MS data. The prepared compound was also tested in vitro for its antibacterial activity against Gram-positive bacteria (Staphylococcus aureus) and Gram-negative bacteria (Escherichia coli). The calculation of MBC/MIC ratio showed that this triazole derivative 2 had a bactericidal effect on the two strains tested. Author(s) Details Hassane Faraj Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco. Abdelilah El Hallaoui Organic Chemistry Laboratory (LCO), Faculty ...

Structure Assignment of the Two Isomers of 2-(1H-1,2,3-Triazol-1-yl)-Glycine N-Protected by Spectroscopic Methods and by Chemical Pathway| Chapter 4 | Theory and Applications of Chemistry Vol. 4

We describes in this chapter, the assignment of the 1,4- and 1,5-regioisomer structures of N -protected 2-(1 H -1,2,3-triazol-1-yl)-glycine derivatives on the basis of 1 H NMR, IR and chemical pathway. A subsequent assignment of 1,4- and 1,5-regioisomer structures of biheterocyclic glycine derivatives and their phosphonic analogues were based on spectroscopic study in 1 H NMR and 13 C NMR. Author(s) Details : Saïd Achamlale Laboratory of Scientific Research and Pedagogic Development (LSRPD) CRMEF Fez-Meknes, Morocco. Anouar Alami Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco. Younas Aouine Organic Chemistry Laboratory (LCO), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, P.B. 2626, Fez 30000, Morocco. Department of Chemistry, Faculty of Sciences, Ibn Zohr University, P.B. 8106, Cité Dakhla, Agadir 80060, Morocco View Book – htt...