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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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 |
work_keys_str_mv |
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