L-proline catalyzed synthesis of naphthopyranopyrimidines via multicomponent reaction
author
Abstract:
A green and efficient one pot, three component protocol for synthesis of naphthopyranopyrimidines by cyclocondensation of β-naphthol, aldehyde, and 6-amino-1,3-dimethyluracil using L-proline as a beneficial catalyst with high catalytic activity under solvent-free conditions at 100 °C is described. In this study, several types of aromatic aldehyde, containing electron-withdrawing groups as well as electron-donating groups, were rapidly converted to the corresponding naphthopyranopyrimidine derivatives in good to excellent yields. The present approach offers several advantages such as short reaction times, simple work-up, excellent yields, non-toxicity of the catalyst, and solvent-free conditions.To the best of our knowledge, this is the first report on the synthesis of naphthopyranopyrimidine derivatives using L-proline as a catalyst under solvent-free conditions. The catalysts can be recovered for the subsequent reactions and reused without any loss of efficiency.
similar resources
l-proline catalyzed synthesis of naphthopyranopyrimidines via multicomponent reaction
a green and efficient one pot, three component protocol for synthesis of naphthopyranopyrimidines by cyclocondensation of β-naphthol, aldehyde, and 6-amino-1,3-dimethyluracil using l-proline as a beneficial catalyst with high catalytic activity under solvent-free conditions at 100 °c is described. in this study, several types of aromatic aldehyde, containing electron-withdrawing groups as well ...
full textL-Proline catalyzed synthesis of Betti bases and biscoumarin derivatives
The direct three component modified Mannich reaction via condensation of aldehydes, 2-naphthol or 2,7-naphthalendiol and piperidine to generate Betti bases has been carried out over L-proline (20 mol%) with high efficiency under solvent free conditions at 70 OC. Also, the reaction of aromatic aldehyde and 4-hydroxycoumarin in the presence of L-proline (20 mol%) in the ethanol under reflux condi...
full textL-Proline catalyzed synthesis of Betti bases and biscoumarin derivatives
The direct three component modified Mannich reaction via condensation of aldehydes, 2-naphthol or 2,7-naphthalendiol and piperidine to generate Betti bases has been carried out over L-proline (20 mol%) with high efficiency under solvent free conditions at 70 OC. Also, the reaction of aromatic aldehyde and 4-hydroxycoumarin in the presence of L-proline (20 mol%) in the ethanol under reflux condi...
full textLipase-Catalyzed Synthesis of Indolyl 4H-Chromenes via a Multicomponent Reaction in Ionic Liquid
Synthesis of indolyl 4H-chromenes via a three-component reaction catalyzed by lipase in ionic liquidsis reported here for the first time. High yields (77–98%) were obtained when Mucor miehei lipase was used as the catalyst in [EMIM][BF4]. Furthermore, [EMIM][BF4] exhibited good reusability in this enzymatic reaction. This study affords a new example of lipase catalytic promiscuity and broadens ...
full textL-proline-catalyzed synthesis of highly functionalized multisubstituted 1,4-dihydropyridines.
Highly functionalized multisubstituted 1,4-dihydropyridines 5 have been concisely synthesized in moderate to good yields via L-proline-catalyzed one-pot multicomponent reactions (MCRs) of alkynoates or alkynones 1, amines 2, beta-dicarbonyl compounds 3 and aldehydes 4 under mild conditions. The MCR process involves hydroamination/Knoevenagel condensation/Michael-type addition/intramolecular cyc...
full textMy Resources
Journal title
volume 5 issue 1
pages 41- 48
publication date 2015-03-01
By following a journal you will be notified via email when a new issue of this journal is published.
Hosted on Doprax cloud platform doprax.com
copyright © 2015-2023