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Baradarani, Mehdi M.; Khoshsirat, Sahar; Moharampour, Mehri; Ebrahimisaatlo, Bahman; Rashidi, Ahmad; Różycka‐Sokołowska, Ewa; Joule, John A.
Journal of heterocyclic chemistry, March 2017, 2017-03-00, 20170301, Volume: 54, Issue: 2Journal Article
Reaction of 5,6‐dihydro‐4H‐pyrrolo3,2,1‐ijquinoline‐1,2‐dione (3) with two equivalents of cyclic 1,3‐dicarbonyl compounds under acid catalysis generates spiro4H‐pyran‐3,3′‐oxindoles 7. In contrast, though base catalysis also achieves double addition, the final products 8 result from subsequent ring opening of the five‐membered lactam via intramolecular attack by enolate; these products can be converted into the spiro4H‐pyran‐3,3′‐oxindoles by treatment with acid.
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