Microwave-Assisted Regioselective Synthesis and 2D-NMR Studies of New 1,2,3-Triazole Compounds Derived from Acridone

A simple and mild protocol towards the synthesis of new 1,2,3-triazole compounds derived from acridone has been developed via regiospecific 1,3-dipolar cycloaddition reaction between 10-(prop-2-yn-1-yl)acridone derivatives and aromatic azides using CuI as a catalyst. The cycloaddition reaction has b...

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Main Authors: Mohammed Aarjane, Siham Slassi, Bouchra Tazi, Amina Amine
Format: Article
Language:English
Published: Wiley 2021-01-01
Series:Journal of Chemistry
Online Access:http://dx.doi.org/10.1155/2021/5540173
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author Mohammed Aarjane
Siham Slassi
Bouchra Tazi
Amina Amine
author_facet Mohammed Aarjane
Siham Slassi
Bouchra Tazi
Amina Amine
author_sort Mohammed Aarjane
collection DOAJ
description A simple and mild protocol towards the synthesis of new 1,2,3-triazole compounds derived from acridone has been developed via regiospecific 1,3-dipolar cycloaddition reaction between 10-(prop-2-yn-1-yl)acridone derivatives and aromatic azides using CuI as a catalyst. The cycloaddition reaction has been performed using conventional as well as microwave-assisted methods. Microwave-assisted synthesis caused a significant reduction in the reaction times and improvement in the yields of all the synthesized compounds compared with the conventional method. The structure of the 1,4-disubstituted 1,2,3-triazoles has been elucidated by IR, HRMS, 1H-NMR, 13C-NMR, and 2D NMR (1H-13C HMBC, 1H-1H COSY, and 1H-1H NOESY) spectroscopies.
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institution Kabale University
issn 2090-9063
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language English
publishDate 2021-01-01
publisher Wiley
record_format Article
series Journal of Chemistry
spelling doaj-art-a9d1794bb277422e8ebae40f7e68825e2025-02-03T01:20:48ZengWileyJournal of Chemistry2090-90632090-90712021-01-01202110.1155/2021/55401735540173Microwave-Assisted Regioselective Synthesis and 2D-NMR Studies of New 1,2,3-Triazole Compounds Derived from AcridoneMohammed Aarjane0Siham Slassi1Bouchra Tazi2Amina Amine3Laboratory of Chemistry/Biology Applied to the Environment, Faculty of Science, University Moulay Ismail, BP 11201 Zitoune, Meknes, MoroccoLaboratory of Chemistry/Biology Applied to the Environment, Faculty of Science, University Moulay Ismail, BP 11201 Zitoune, Meknes, MoroccoNational School of Agriculture, Department of Basic Sciences, Meknes, MoroccoLaboratory of Chemistry/Biology Applied to the Environment, Faculty of Science, University Moulay Ismail, BP 11201 Zitoune, Meknes, MoroccoA simple and mild protocol towards the synthesis of new 1,2,3-triazole compounds derived from acridone has been developed via regiospecific 1,3-dipolar cycloaddition reaction between 10-(prop-2-yn-1-yl)acridone derivatives and aromatic azides using CuI as a catalyst. The cycloaddition reaction has been performed using conventional as well as microwave-assisted methods. Microwave-assisted synthesis caused a significant reduction in the reaction times and improvement in the yields of all the synthesized compounds compared with the conventional method. The structure of the 1,4-disubstituted 1,2,3-triazoles has been elucidated by IR, HRMS, 1H-NMR, 13C-NMR, and 2D NMR (1H-13C HMBC, 1H-1H COSY, and 1H-1H NOESY) spectroscopies.http://dx.doi.org/10.1155/2021/5540173
spellingShingle Mohammed Aarjane
Siham Slassi
Bouchra Tazi
Amina Amine
Microwave-Assisted Regioselective Synthesis and 2D-NMR Studies of New 1,2,3-Triazole Compounds Derived from Acridone
Journal of Chemistry
title Microwave-Assisted Regioselective Synthesis and 2D-NMR Studies of New 1,2,3-Triazole Compounds Derived from Acridone
title_full Microwave-Assisted Regioselective Synthesis and 2D-NMR Studies of New 1,2,3-Triazole Compounds Derived from Acridone
title_fullStr Microwave-Assisted Regioselective Synthesis and 2D-NMR Studies of New 1,2,3-Triazole Compounds Derived from Acridone
title_full_unstemmed Microwave-Assisted Regioselective Synthesis and 2D-NMR Studies of New 1,2,3-Triazole Compounds Derived from Acridone
title_short Microwave-Assisted Regioselective Synthesis and 2D-NMR Studies of New 1,2,3-Triazole Compounds Derived from Acridone
title_sort microwave assisted regioselective synthesis and 2d nmr studies of new 1 2 3 triazole compounds derived from acridone
url http://dx.doi.org/10.1155/2021/5540173
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AT bouchratazi microwaveassistedregioselectivesynthesisand2dnmrstudiesofnew123triazolecompoundsderivedfromacridone
AT aminaamine microwaveassistedregioselectivesynthesisand2dnmrstudiesofnew123triazolecompoundsderivedfromacridone