Multicomponent synthesis of 2,3-dihydrochromeno[4,3-d]pyrazolo[3,4-b]pyridine-1,6-diones: a novel heterocyclic scaffold with antibacterial activity

A multicomponent reaction of 3-aminopyrazol-5-ones with substituted salicylic aldehydes and acetylacetic ester leading to the formation of novel 2,3-dihydrochromeno[4,3-d]pyrazolo[3,4-b]pyridine-1,6-diones was discovered. The elucidation of the reaction scope revealed that 5-aminopyrazoles, 3-amino-...

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Bibliographic Details
Published in:Tetrahedron letters 2011-12, Vol.52 (49), p.6643-6645
Main Authors: Frolova, Liliya V., Malik, Indranil, Uglinskii, Pavel Y., Rogelj, Snezna, Kornienko, Alexander, Magedov, Igor V.
Format: Article
Language:eng ; rus
Subjects:
Aldehydes
Aminopyrazole
Antibacterial activity
Antiinfectives and antibacterials
Benzopyranopyridines
Esters
Formations
Heterocyclic amines
MCR
Scaffolds
Synthesis (chemistry)
Tetrahedrons
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Summary:A multicomponent reaction of 3-aminopyrazol-5-ones with substituted salicylic aldehydes and acetylacetic ester leading to the formation of novel 2,3-dihydrochromeno[4,3-d]pyrazolo[3,4-b]pyridine-1,6-diones was discovered. The elucidation of the reaction scope revealed that 5-aminopyrazoles, 3-amino-1,2,4-triazoles and 6-aminouracil could be used as the heterocyclic amine component. Selected heterocyclic products were found to possess notable antibacterial activities.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2011.10.012