Synthesis of a 4‐hydroxyisoquinolin‐1‐one and a related dibenzo[α, g ]quinolizin‐8‐one | Zendy

Coyle J. D. | Zendy; Challiner J. F. | Zendy; Haws E. J. | Zendy; Newport G. L. | Zendy

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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.

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