Fast Efficient and General PASE Approach to Medicinally Relevant 4H,5H-Pyrano-[4,3-b]pyran-5-one and 4,6-Dihydro-5H-pyrano-[3,2-c]pyridine-5-one Scaffolds

Fast Efficient and General PASE Approach to Medicinally Relevant 4H,5H-Pyrano-[4,3-b]pyran-5-one and 4,6-Dihydro-5H-pyrano-[3,2-c]pyridine-5-one Scaffolds

The general ‘on‐solvent’ PASE approach was found to be medicinally relevant for 4H,5H‐pyrano[4,3‐b]pyran‐5‐one and 4,6‐dihydro‐5H‐pyrano[3,2‐c]pyridine‐5‐one scaffolds. Ammonium acetate‐catalyzed multicomponent reaction of aldehydes and two different C–H acids in the presence of small amounts of EtO...

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Veröffentlicht in:Helvetica chimica acta 2016-09, Vol.99 (9), p.724-731
Hauptverfasser: Elinson, Michail N., Ryzhkov, Fedor V., Nasybullin, Ruslan F., Vereshchagin, Anatoly N., Egorov, Mikhail P.
Format: Artikel
Sprache:eng
Schlagworte:
4-Hydroxy-1-methylquinolin-2(1H)-one
4-Hydroxy-6-methyl-2H-pyran-2-one
Coumarin
Malononitrile
Multicomponent reactions
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Zusammenfassung:The general ‘on‐solvent’ PASE approach was found to be medicinally relevant for 4H,5H‐pyrano[4,3‐b]pyran‐5‐one and 4,6‐dihydro‐5H‐pyrano[3,2‐c]pyridine‐5‐one scaffolds. Ammonium acetate‐catalyzed multicomponent reaction of aldehydes and two different C–H acids in the presence of small amounts of EtOH results in fast (3 – 15 min) and efficient formation of scaffolds, promising for many diverse oriented medical applications.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.201600150