Synthesis of novel 1,2,3-triazolic compounds derived from natural product, by the copper(I)-catalyzed alkyne-azide (CuAAC) cycloaddition

被引：0

作者：

El Aroussi, F. ^{[1
]}

Fichtali, I ^{[1
]}

El Hadrami, E. M. ^{[1
]}

Farah, A. ^{[1
]}

Ben-Tama, A. ^{[1
]}

机构：

[1] Sidi Mohamed Ben Abdellah Univ, Fac Sci & Tech, Lab Appl Organ Chem, BP 2202, Fes, Morocco

来源：

MOROCCAN JOURNAL OF CHEMISTRY | 2020年 / 8卷 / 03期

关键词：

thymol; carvacrol; eugenol; 1,2,3-triazoles; click chemistry; ESSENTIAL OILS; DNA-DAMAGE; CARVACROL; ORIGANUM; INHIBITION; TRIAZOLES; THYME;

D O I：

暂无

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of novel 1,2,3-triazolic compounds derived from natural products (thymol, carvacrol and eugenol) was synthesized by the copper(I)-catalyzed alkyne-azide (CuAAC) cycloaddition between the corresponding propargyl ethers of each natural product and a variety of azides. The reaction conducted with catalytic amount of copper (II) sulfate and sodium ascorbate affording desired products in good yields and their structures were confirmed by spectral techniques such as 1H NMR, 13C NMR and high resolution mass spectrometry (HRMS).

引用

页码：647 / 657

页数：11

共 50 条

[21] Use of copper(I) catalyzed azide alkyne cycloaddition (CuAAC) for the preparation of conjugated pyrrolo[2,3-a]carbazole Pim kinase inhibitors
Letribot, Boris
Akue-Gedu, Rufine
Santio, Niina M.
El-Ghozzi, Malika
Avignant, Daniel
Cisnetti, Federico
Koskinen, Paivi J.
Gautier, Arnaud
Anizon, Fabrice
Moreau, Pascale
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2012, 50 : 304 - 310
[22] An expeditious and clean synthesis of novel benzotriazole-triazole conjugates via Copper-catalyzed Azide-Alkyne cycloaddition click protocol (CuAAC)
Rashmi Sharma
Anil Kumar
Journal of Chemical Sciences, 134
[23] Nucleosides and oligonucleotides with diynyl side chains:: Base pairing and functionalization of 2′-deoxyuridine derivatives by the copper(I)-catalyzed alkyne-azide 'click' cycloaddition
Seela, Frank
Sirivolu, Venkata Ramana
HELVETICA CHIMICA ACTA, 2007, 90 (03) : 535 - 552
[24] Synthesis of 5-halogenated 1,2,3-triazoles under stoichiometric Cu(I)-mediated azide-alkyne cycloaddition (CuAAC or 'Click Chemistry')
Goyard, David
Praly, Jean-Pierre
Vidal, Sebastien
CARBOHYDRATE RESEARCH, 2012, 362 : 79 - 83
[25] An expeditious and clean synthesis of novel benzotriazole-triazole conjugates via Copper-catalyzed Azide-Alkyne cycloaddition click protocol (CuAAC)
Sharma, Rashmi
Kumar, Anil
JOURNAL OF CHEMICAL SCIENCES, 2022, 134 (03)
[26] Ag-catalyzed azide-alkyne cycloaddition: copper free approaches for synthesis of 1,4-disubstituted 1,2,3-triazoles
Sultana, Jasmin
Sarma, Diganta
CATALYSIS REVIEWS-SCIENCE AND ENGINEERING, 2020, 62 (01): : 96 - 117
[27] Modular synthesis of mono, di, and tri-1,4-disubstituted-1,2,3-triazoles through copper-mediated alkyne-azide cycloaddition
Stefani, Helio A.
Canduzini, Hugo A.
Manarin, Flavia
TETRAHEDRON LETTERS, 2011, 52 (46) : 6086 - 6090
[28] Novel 1, 2, 3-triazolic compounds derived from cytosine: Synthesis spectroscopic characterization, in vitro antimicrobial activity and molecular docking studies
Lahyaoui, Mouad
Sghyar, Riham
Benamar, Khadija
Filali, Mouad
Fikri-Benbrahim, Kawtar
Kartah, Badr Eddine
Mazzah, Ahmed
Rodi, Youssef Kandri
Sebbar, Nada Kheira
RESULTS IN CHEMISTRY, 2024, 7
[29] Synthesis and characterization of active cuprous oxide particles and their catalytic application in 1,2,3-triazole synthesis via alkyne-azide cycloaddition reaction in water
Sawkmie, Micky Lanster
Paul, Dipankar
Kalita, Gitumoni
Agarwala, Khushboo
Maji, Pradip K.
Chatterjee, Paresh Nath
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (12) : 3277 - 3288
[30] Advancements in transition metal-catalyzed 1,2,3-triazole synthesis via azide-alkyne cycloaddition
Ullah, Arif
Wahab, Abdul
Ahmad, Sadaf
Khan, Shahab
Mukherjee, Somnath
Islam, Rehmat
Abbasi, Bakar Bin Khatab
Ismail, Mostafa A.
Bukhari, Kareem Shah
REVIEWS IN INORGANIC CHEMISTRY, 2024,

← 1 2 3 4 5 →