4.4 Article

An efficient one-pot synthesis of Spiro[indoline-3,11 & PRIME;-pyrazolo[3,4-f]pyrimido[4,5-b]quinoline] derivatives

Journal

JOURNAL OF HETEROCYCLIC CHEMISTRY
Volume 60, Issue 9, Pages 1572-1581

Publisher

WILEY
DOI: 10.1002/jhet.4702

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A one-pot condensation reaction of 1H-indazol-6-amine, isatin, and barbituric acid or 2-thiobarbituric acid in refluxing ethanol, in the presence of L-proline, efficiently synthesizes novel spiro[indoline-3,11'-pyrazolo[3,4-f]pyrimido[4,5-b]quinoline] derivatives. This method offers simplicity in operation, high product yield, and straightforward experimental and work-up procedures. The structures of all synthesized compounds were confirmed using IR, H-1 NMR, C-13 NMR, F-19 NMR, and HRMS analysis.
An efficient procedure for the synthesis of novel spiro[indoline-3,11 & PRIME;-pyrazolo[3,4-f]pyrimido[4,5-b]quinoline] derivatives has been developed by one-pot condensation of 1H-indazol-6-amine, isatin and barbituric acid or 2-thiobarbituric acid, in the presence of L-proline in refluxing EtOH. This method has the advantages of operational simplicity, high yield of products via a simple experimental and work-up procedure. IR, H-1 NMR, C-13 NMR, F-19 NMR and HRMS were used to identify the structures of all the synthesized compounds.

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