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Hydrogenation of substituted 1‐arylisoquinolin‐3(2 H )‐ones to 5, 6, 7, 8‐tetrahydro‐ and 1, 4‐dihydroisoquinolin‐3(2 H )‐ones
Author(s) -
Hazai László,
Deák Gyula,
Tóth Gábor,
Tamás József
Publication year - 1989
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.5570260318
Subject(s) - chemistry , catalytic hydrogenation , benzene , ring (chemistry) , medicinal chemistry , catalysis , saturation (graph theory) , organic chemistry , combinatorics , mathematics
Catalytic hydrogenation of variously substituted 1‐arylisoquinolin‐3(2 H )‐ones 1 gave, depending on the substituents, 5, 6, 7, 8‐tetrahydroisoquinolin‐3(2 H )‐ones ( 2 ) and/or the corresponding 1, 4‐dihydro derivatives 3 . Saturation of the compounds fused with benzene ring furnished as the main products the 9, 10‐dihydro‐ ( 4 and 5 ) and 5, 6‐dihydroisoquinolin‐3(2 H )‐ones ( 6 ) in the case of benzo[ f ] and benzo[ h ] anellation, respectively, in addition to the 1, 4‐dihydro compounds detected or isolated as by‐products.