Naphthalen-2-yl 1-(benzamido(diethoxyphosphoryl)methyl)-1H-1,2,3-triazole-4-carboxylate

被引:1
作者
Fall, Serigne Abdou Khadir [1 ]
Hajib, Sara [1 ]
Karai, Oumaima [1 ]
Boukhssas, Salaheddine [1 ]
Aouine, Younas [1 ,2 ]
Akhazzane, Mohamed [1 ,3 ]
Labriti, Brahim [1 ]
Faraj, Hassane [1 ]
Alami, Anouar [1 ]
机构
[1] Sidi Mohammed Ben Abdellah Univ, Fac Sci Dhar El Mahraz, Engn Lab Organometall Mol Mat & Environm LIMOME, Fes 30000, Morocco
[2] Ibn Zohr Univ, Fac Sci, Team Organ Chem & Valorizat Nat Subst, Agadir 80060, Morocco
[3] Sidi Mohammed Ben Abdellah Univ, City Innovat, Fes 30000, Morocco
关键词
triazole; alpha-amino phosphonic ester; 1,3-dipolar cycloaddition; click chemistry; 1D and 2D NMR; HRMS; CLICK CHEMISTRY; ANTIVIRAL ACTIVITY; COMBINATION; DESIGN;
D O I
10.3390/M1285
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We have previously published new biheterocyclic phospohonic alpha-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 (alpha-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 (P-31, H-1-, C-13-) and 2D (H-1-H-1 and H-1-, C-13-) NMR spectroscopy, IR, and HRMS.
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页数:12
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