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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2021-01-01
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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. |
format | Article |
id | doaj-art-a9d1794bb277422e8ebae40f7e68825e |
institution | Kabale University |
issn | 2090-9063 2090-9071 |
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 |
work_keys_str_mv | AT mohammedaarjane microwaveassistedregioselectivesynthesisand2dnmrstudiesofnew123triazolecompoundsderivedfromacridone AT sihamslassi microwaveassistedregioselectivesynthesisand2dnmrstudiesofnew123triazolecompoundsderivedfromacridone AT bouchratazi microwaveassistedregioselectivesynthesisand2dnmrstudiesofnew123triazolecompoundsderivedfromacridone AT aminaamine microwaveassistedregioselectivesynthesisand2dnmrstudiesofnew123triazolecompoundsderivedfromacridone |