Efficient metal-free visible light photocatalytic aromatization of azaheterocyles

A metal free visible light photocatalytic oxidative aromatization of several aromatic azaheterocycles is reported using a newly developed 1,8-dimethoxy substituted acridinium ions (PC-2). With very low catalyst loading, it can photocatalyzed the oxidative dehydrogenation of differently substituted d...

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Main Authors: Karan Chhetri, Samuzal Bhuyan, Susanta Mandal, Sonia Chhetri, Pema T. Lepcha, Sonam W. Lepcha, Joneswar Basumatary, Biswajit Gopal Roy
Format: Article
Language:English
Published: Elsevier 2021-01-01
Series:Current Research in Green and Sustainable Chemistry
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666086521000825
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author Karan Chhetri
Samuzal Bhuyan
Susanta Mandal
Sonia Chhetri
Pema T. Lepcha
Sonam W. Lepcha
Joneswar Basumatary
Biswajit Gopal Roy
author_facet Karan Chhetri
Samuzal Bhuyan
Susanta Mandal
Sonia Chhetri
Pema T. Lepcha
Sonam W. Lepcha
Joneswar Basumatary
Biswajit Gopal Roy
author_sort Karan Chhetri
collection DOAJ
description A metal free visible light photocatalytic oxidative aromatization of several aromatic azaheterocycles is reported using a newly developed 1,8-dimethoxy substituted acridinium ions (PC-2). With very low catalyst loading, it can photocatalyzed the oxidative dehydrogenation of differently substituted dihydropyridines, and pyrazolines to corresponding pyridines and pyrazoles in very short time and in most cases with near quantitative yield. This green photocatalytic aromatization method uses aerial oxygen as terminal oxidant to generate water as the only by-product. Scaling up experiment with 2 ​g of compound 1a, using 0.03% PC-2 catalyst loading, successfully demonstrated within 3 ​h to give 96% isolated product yield.
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spelling doaj.art-efe92f983eeb4a0aa9f5b048cfa1f7932022-12-21T18:43:28ZengElsevierCurrent Research in Green and Sustainable Chemistry2666-08652021-01-014100135Efficient metal-free visible light photocatalytic aromatization of azaheterocylesKaran Chhetri0Samuzal Bhuyan1Susanta Mandal2Sonia Chhetri3Pema T. Lepcha4Sonam W. Lepcha5Joneswar Basumatary6Biswajit Gopal Roy7Department of Chemistry, Sikkim University, 6th Mile, Tadong, Gangtok, Sikkim, 737102, IndiaDepartment of Chemistry, Sikkim University, 6th Mile, Tadong, Gangtok, Sikkim, 737102, IndiaDepartment of Chemistry, Sikkim University, 6th Mile, Tadong, Gangtok, Sikkim, 737102, IndiaDepartment of Chemistry, Sikkim University, 6th Mile, Tadong, Gangtok, Sikkim, 737102, IndiaDepartment of Chemistry, Sikkim University, 6th Mile, Tadong, Gangtok, Sikkim, 737102, IndiaDepartment of Chemistry, Sikkim University, 6th Mile, Tadong, Gangtok, Sikkim, 737102, IndiaDepartment of Chemistry, Sikkim University, 6th Mile, Tadong, Gangtok, Sikkim, 737102, IndiaCorresponding author.; Department of Chemistry, Sikkim University, 6th Mile, Tadong, Gangtok, Sikkim, 737102, IndiaA metal free visible light photocatalytic oxidative aromatization of several aromatic azaheterocycles is reported using a newly developed 1,8-dimethoxy substituted acridinium ions (PC-2). With very low catalyst loading, it can photocatalyzed the oxidative dehydrogenation of differently substituted dihydropyridines, and pyrazolines to corresponding pyridines and pyrazoles in very short time and in most cases with near quantitative yield. This green photocatalytic aromatization method uses aerial oxygen as terminal oxidant to generate water as the only by-product. Scaling up experiment with 2 ​g of compound 1a, using 0.03% PC-2 catalyst loading, successfully demonstrated within 3 ​h to give 96% isolated product yield.http://www.sciencedirect.com/science/article/pii/S2666086521000825Metal freeVisible lightOxidative aromatizationAzaheterocyclesPhotoredox catalysis
spellingShingle Karan Chhetri
Samuzal Bhuyan
Susanta Mandal
Sonia Chhetri
Pema T. Lepcha
Sonam W. Lepcha
Joneswar Basumatary
Biswajit Gopal Roy
Efficient metal-free visible light photocatalytic aromatization of azaheterocyles
Current Research in Green and Sustainable Chemistry
Metal free
Visible light
Oxidative aromatization
Azaheterocycles
Photoredox catalysis
title Efficient metal-free visible light photocatalytic aromatization of azaheterocyles
title_full Efficient metal-free visible light photocatalytic aromatization of azaheterocyles
title_fullStr Efficient metal-free visible light photocatalytic aromatization of azaheterocyles
title_full_unstemmed Efficient metal-free visible light photocatalytic aromatization of azaheterocyles
title_short Efficient metal-free visible light photocatalytic aromatization of azaheterocyles
title_sort efficient metal free visible light photocatalytic aromatization of azaheterocyles
topic Metal free
Visible light
Oxidative aromatization
Azaheterocycles
Photoredox catalysis
url http://www.sciencedirect.com/science/article/pii/S2666086521000825
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AT soniachhetri efficientmetalfreevisiblelightphotocatalyticaromatizationofazaheterocyles
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