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Diethyl [(4-{(9H-carbazol-9-yl)methyl}-1H-1,2,3-triazol-1-yl)(benzamido)methyl]phosphonate

Engineering Laboratory of Organometallic, Molecular Materials and Environment (LIMOME), Faculty of Sciences Dhar El Mahraz, Sidi Mohammed Ben Abdellah University, Fez 30000, Morocco
Laboratory of Scientific Research and Pedagogic Development (LSRPD) CRMEF Fez-Meknes, Meknes 50000, Morocco
Team of Organic Chemistry and Valorization of Natural Substances (COVSN), Faculty of Sciences, Ibn Zohr University, Agadir 80060, Morocco
Laboratory of Chemistry of Materials and Biotechnology of Natural Products, Faculty of Sciences, Moulay Ismail University, BP 11201, Meknes 50050, Morocco
Author to whom correspondence should be addressed.
Molbank 2020, 2020(4), M1167;
Received: 5 November 2020 / Revised: 17 November 2020 / Accepted: 18 November 2020 / Published: 20 November 2020
(This article belongs to the Collection Molecules from Catalytic Processes)
The title compound, diethyl [(4-{(9H-carbazol-9-yl)methyl}-1H-1,2,3-triazol-1-yl)(benzamido)methyl]phosphonate, was synthesized with excellent yield and high regioselectivity through 1,3-dipolar cycloaddition reaction between the α-azido diethyl amino methylphosphonate and the heterocyclic alkyne, 9-(prop-2-yn-1-yl)-9H-carbazole. The cyclization reaction by “click chemistry” was carried out in a water/ethanol solvent mixture (50/50), in the presence of copper sulfate pentahydrate and catalytic sodium ascorbate. The characterization of the structure of the resulting 1,4-regioisomer was performed by 1D and 2D-NMR experiments, infrared spectroscopy, and elemental analysis. View Full-Text
Keywords: triazole; α-amino phosphonic ester; click chemistry; carbazole; 2D-NMR spectroscopy triazole; α-amino phosphonic ester; click chemistry; carbazole; 2D-NMR spectroscopy
MDPI and ACS Style

Khadir Fall, S.A.; Achamlale, S.; Aouine, Y.; Nakkabi, A.; Faraj, H.; Alami, A. Diethyl [(4-{(9H-carbazol-9-yl)methyl}-1H-1,2,3-triazol-1-yl)(benzamido)methyl]phosphonate. Molbank 2020, 2020, M1167.

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