A highly efficient one-pot synthesis of indenopyridine-fused spirocyclic systems
Autor: | Ayoob Bazgir, Ghazaleh Imani Shakibaei |
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Rok vydání: | 2016 |
Předmět: |
chemistry.chemical_classification
Ethanol 010405 organic chemistry General Chemical Engineering One-pot synthesis Salt (chemistry) Hydrochloric acid General Chemistry 010402 general chemistry 01 natural sciences Environmentally friendly 0104 chemical sciences chemistry.chemical_compound chemistry Organic chemistry Moiety Domino process Malononitrile |
Zdroj: | RSC Advances. 6:22306-22311 |
ISSN: | 2046-2069 |
DOI: | 10.1039/c6ra00869k |
Popis: | Structurally diverse spirooxindoles incorporating a medicinally privileged indenopyridine moiety have been synthesized regioselectively via multi-component reaction of 1,1-dicyanomethylene-3-indanone, isatins, and malononitrile in the presence of amines in ethanol as an environmentally friendly medium under mild conditions. This domino process includes a [5 + 1] hetrocyclization that occurs under metal-free conditions. The product is a spirooxindole-fused indenopyridine salt that was successfully neutralized by dilute hydrochloric acid. Replacement of isatins with indenoquinoxalines led to the production of dihydrospiro[indeno[1,2-b]quinoxaline-indenopyridine salts in good yields. |
Databáze: | OpenAIRE |
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