Naphthalen-2-yl 1-(benzamido(diethoxyphosphoryl)methyl)-1H-1,2,3-triazole-4-carboxylate
Autor: | Salaheddine Boukhssas, Anouar Alami, Oumaima Karai, B. Labriti, Mohamed Akhazzane, Sara Hajib, Serigne Abdou Khadir Fall, Younas Aouine, Hassane Faraj |
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Jazyk: | angličtina |
Rok vydání: | 2021 |
Předmět: |
1
2 3-Triazole 1D and 2D NMR Chemistry Organic Chemistry Triazole Regioselectivity Nuclear magnetic resonance spectroscopy HRMS Biochemistry Medicinal chemistry Phosphonate Cycloaddition chemistry.chemical_compound triazole 1 3-dipolar cycloaddition 1 3-Dipolar cycloaddition click chemistry Carboxylate Physical and Theoretical Chemistry α-amino phosphonic ester Inorganic chemistry QD146-197 |
Zdroj: | Molbank, Vol 2021, Iss M1285, p M1285 (2021) |
ISSN: | 1422-8599 |
Popis: | We have previously published new biheterocyclic phospohonic α-amino esters of the 1,2,3-triazole-benzimidazole and 1,2,3-triazole-carbazole type. The aim of the present paper was to describe a new phosponic aminoester bearing a triazole ring substituted in position 5 by an ester group. Thus, according to the same catalytic process used previously, the compound naphthalen-2-yl 1-(benzamido(diethoxyphosphoryl)methyl)-1H-1,2,3-triazole-4-carboxylate was synthesized with an excellent yield and high regioselectivity via the copper (I)-catalyzed alkyne–azide cycloaddition reaction (CuAAC), using diethyl (α-azido(benzamido)methyl)phosphonate (1) as a dipole and 2- naphthyl propiolate as a dipolarophile (2). The structure of the new compound was fully characterized by 1D (31P, 1H-, 13C-) and 2D (1H-1H and 1H-, 13C-) NMR spectroscopy, IR, and HRMS. |
Databáze: | OpenAIRE |
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