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Synthesis of a 4‐hydroxyisoquinolin‐1‐one and a related dibenzo[α, g ]quinolizin‐8‐one
Author(s) -
Coyle J. D.,
Challiner J. F.,
Haws E. J.,
Newport G. L.
Publication year - 1980
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570170562
Subject(s) - chemistry , isoquinoline , phthalimide , formaldehyde , aqueous solution , mannich base , base (topology) , medicinal chemistry , organic chemistry , combinatorial chemistry , mathematical analysis , mathematics
Aqueous acid converts the imidazo[4,3‐α]isoindol‐5‐one 2 to a 4‐hydroxyisoquinolin‐1‐one ( 3 ). A related imidazoisoindolone 6 , obtained by photochemical cyclization of the Mannich base from 1,2,3,4‐tetrahydro‐isoquinoline, formaldehyde and phthalimide, gives a dibenzo[ a,g ]quinolizin‐8‐one ( 7 ) in a similar reaction.