Enaminones in a multicomponent synthesis of 4-aryldihydropyridines for potential applications in photoinduced intramolecular electron-transfer systems

An efficient three component reaction with enaminones, primary amines and aldehydes resulted in easy access to 1,4-dihydropyridines with different substituents at the 1-, 3-, 4- and 5-positions. Microwaves improved the reaction yield, reducing also considerably the reaction time and the amount of so...

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Main Authors: Nouria A. Al-Awadi, Maher R. Ibrahim, Mohamed H. Elnagdi, Elizabeth John, Yehia A. Ibrahim
Format: Article
Language:English
Published: Beilstein-Institut 2012-03-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.8.50
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spelling doaj-6699a170f4904418b9380d7f4239966a2021-02-02T08:46:31ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972012-03-018144144710.3762/bjoc.8.501860-5397-8-50Enaminones in a multicomponent synthesis of 4-aryldihydropyridines for potential applications in photoinduced intramolecular electron-transfer systemsNouria A. Al-Awadi0Maher R. Ibrahim1Mohamed H. Elnagdi2Elizabeth John3Yehia A. Ibrahim4Chemistry Department, Faculty of Science, Kuwait University, P.O. Box 5969, Safat 13060, KuwaitChemistry Department, Faculty of Science, Kuwait University, P.O. Box 5969, Safat 13060, KuwaitChemistry Department, Faculty of Science, Kuwait University, P.O. Box 5969, Safat 13060, KuwaitChemistry Department, Faculty of Science, Kuwait University, P.O. Box 5969, Safat 13060, KuwaitChemistry Department, Faculty of Science, Kuwait University, P.O. Box 5969, Safat 13060, KuwaitAn efficient three component reaction with enaminones, primary amines and aldehydes resulted in easy access to 1,4-dihydropyridines with different substituents at the 1-, 3-, 4- and 5-positions. Microwaves improved the reaction yield, reducing also considerably the reaction time and the amount of solvent used. Chiral primary amines gave chiral 1-substituted-1,4-dihydropyridines. The 4-(1-naphthyl) and 4-(phenanthren-9-yl)dihydropyridine derivatives exhibited an interesting photoluminescence behavior, which suggests their potential application as suitable photoinduced intramolecular electron-transfer systems.https://doi.org/10.3762/bjoc.8.50enaminones1,4-dihydropyridinesmicrowavesmulti-component reactionsphotoluminescence
collection DOAJ
language English
format Article
sources DOAJ
author Nouria A. Al-Awadi
Maher R. Ibrahim
Mohamed H. Elnagdi
Elizabeth John
Yehia A. Ibrahim
spellingShingle Nouria A. Al-Awadi
Maher R. Ibrahim
Mohamed H. Elnagdi
Elizabeth John
Yehia A. Ibrahim
Enaminones in a multicomponent synthesis of 4-aryldihydropyridines for potential applications in photoinduced intramolecular electron-transfer systems
Beilstein Journal of Organic Chemistry
enaminones
1,4-dihydropyridines
microwaves
multi-component reactions
photoluminescence
author_facet Nouria A. Al-Awadi
Maher R. Ibrahim
Mohamed H. Elnagdi
Elizabeth John
Yehia A. Ibrahim
author_sort Nouria A. Al-Awadi
title Enaminones in a multicomponent synthesis of 4-aryldihydropyridines for potential applications in photoinduced intramolecular electron-transfer systems
title_short Enaminones in a multicomponent synthesis of 4-aryldihydropyridines for potential applications in photoinduced intramolecular electron-transfer systems
title_full Enaminones in a multicomponent synthesis of 4-aryldihydropyridines for potential applications in photoinduced intramolecular electron-transfer systems
title_fullStr Enaminones in a multicomponent synthesis of 4-aryldihydropyridines for potential applications in photoinduced intramolecular electron-transfer systems
title_full_unstemmed Enaminones in a multicomponent synthesis of 4-aryldihydropyridines for potential applications in photoinduced intramolecular electron-transfer systems
title_sort enaminones in a multicomponent synthesis of 4-aryldihydropyridines for potential applications in photoinduced intramolecular electron-transfer systems
publisher Beilstein-Institut
series Beilstein Journal of Organic Chemistry
issn 1860-5397
publishDate 2012-03-01
description An efficient three component reaction with enaminones, primary amines and aldehydes resulted in easy access to 1,4-dihydropyridines with different substituents at the 1-, 3-, 4- and 5-positions. Microwaves improved the reaction yield, reducing also considerably the reaction time and the amount of solvent used. Chiral primary amines gave chiral 1-substituted-1,4-dihydropyridines. The 4-(1-naphthyl) and 4-(phenanthren-9-yl)dihydropyridine derivatives exhibited an interesting photoluminescence behavior, which suggests their potential application as suitable photoinduced intramolecular electron-transfer systems.
topic enaminones
1,4-dihydropyridines
microwaves
multi-component reactions
photoluminescence
url https://doi.org/10.3762/bjoc.8.50
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