Catalytic Allylic Chlorination of Natural Terpenic Olefins Using Supported and Nonsupported Lewis Acid Catalysts
A mild and convenient method for the allylic chlorination of naturally occurring terpenic olefins was investigated in the presence of different supported and non-supported Lewis acid catalysts. The reaction has been tested on carvone as a model substrate in the presence of sodium hypochlorite as chl...
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| Format: | Article |
| Language: | English |
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Wiley
2020-01-01
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| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2020/2563634 |
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| author | Ayoub Abdelkader Mekkaoui Mouhsine Laayati Hamza Orfi Larbi El Firdoussi Soufiane El Houssame |
| author_facet | Ayoub Abdelkader Mekkaoui Mouhsine Laayati Hamza Orfi Larbi El Firdoussi Soufiane El Houssame |
| author_sort | Ayoub Abdelkader Mekkaoui |
| collection | DOAJ |
| description | A mild and convenient method for the allylic chlorination of naturally occurring terpenic olefins was investigated in the presence of different supported and non-supported Lewis acid catalysts. The reaction has been tested on carvone as a model substrate in the presence of sodium hypochlorite as chlorine donor. The scope and limitations of transition metal-based Lewis acid catalysts, stoichiometry, and substrate structure were evaluated. Among the iron precursors used, FeCl3 and FeCl2 provide the promise of a general approach to allylic or vinylic chlorination reaction. Various terpenic olefins were examined in the presence of FeCl3/NaOCl combination system. The catalytic chlorination proceeds under mild conditions with short reaction time and shows a high selectivity affording the corresponding chlorides in good to excellent yields. |
| format | Article |
| id | doaj-art-48262213e4a44161bbf23867719ed2ee |
| institution | Kabale University |
| issn | 2090-9063 2090-9071 |
| language | English |
| publishDate | 2020-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | Journal of Chemistry |
| spelling | doaj-art-48262213e4a44161bbf23867719ed2ee2025-02-03T06:43:30ZengWileyJournal of Chemistry2090-90632090-90712020-01-01202010.1155/2020/25636342563634Catalytic Allylic Chlorination of Natural Terpenic Olefins Using Supported and Nonsupported Lewis Acid CatalystsAyoub Abdelkader Mekkaoui0Mouhsine Laayati1Hamza Orfi2Larbi El Firdoussi3Soufiane El Houssame4Laboratoire de Chimie, Modélisation et Sciences de l’Environnement, Université Sultan Moulay Slimane, Faculté Polydisciplinaire de Khouribga, BP 145, Khouribga 25000, MoroccoLaboratoire de Chimie, Modélisation et Sciences de l’Environnement, Université Sultan Moulay Slimane, Faculté Polydisciplinaire de Khouribga, BP 145, Khouribga 25000, MoroccoLaboratoire de Chimie, Modélisation et Sciences de l’Environnement, Université Sultan Moulay Slimane, Faculté Polydisciplinaire de Khouribga, BP 145, Khouribga 25000, MoroccoLaboratoire de Chimie de Coordination et de Catalyse, Département de Chimie, Faculté des Sciences Semlalia, BP 2390, Marrakech 40001, MoroccoLaboratoire de Chimie, Modélisation et Sciences de l’Environnement, Université Sultan Moulay Slimane, Faculté Polydisciplinaire de Khouribga, BP 145, Khouribga 25000, MoroccoA mild and convenient method for the allylic chlorination of naturally occurring terpenic olefins was investigated in the presence of different supported and non-supported Lewis acid catalysts. The reaction has been tested on carvone as a model substrate in the presence of sodium hypochlorite as chlorine donor. The scope and limitations of transition metal-based Lewis acid catalysts, stoichiometry, and substrate structure were evaluated. Among the iron precursors used, FeCl3 and FeCl2 provide the promise of a general approach to allylic or vinylic chlorination reaction. Various terpenic olefins were examined in the presence of FeCl3/NaOCl combination system. The catalytic chlorination proceeds under mild conditions with short reaction time and shows a high selectivity affording the corresponding chlorides in good to excellent yields.http://dx.doi.org/10.1155/2020/2563634 |
| spellingShingle | Ayoub Abdelkader Mekkaoui Mouhsine Laayati Hamza Orfi Larbi El Firdoussi Soufiane El Houssame Catalytic Allylic Chlorination of Natural Terpenic Olefins Using Supported and Nonsupported Lewis Acid Catalysts Journal of Chemistry |
| title | Catalytic Allylic Chlorination of Natural Terpenic Olefins Using Supported and Nonsupported Lewis Acid Catalysts |
| title_full | Catalytic Allylic Chlorination of Natural Terpenic Olefins Using Supported and Nonsupported Lewis Acid Catalysts |
| title_fullStr | Catalytic Allylic Chlorination of Natural Terpenic Olefins Using Supported and Nonsupported Lewis Acid Catalysts |
| title_full_unstemmed | Catalytic Allylic Chlorination of Natural Terpenic Olefins Using Supported and Nonsupported Lewis Acid Catalysts |
| title_short | Catalytic Allylic Chlorination of Natural Terpenic Olefins Using Supported and Nonsupported Lewis Acid Catalysts |
| title_sort | catalytic allylic chlorination of natural terpenic olefins using supported and nonsupported lewis acid catalysts |
| url | http://dx.doi.org/10.1155/2020/2563634 |
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