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Saturated heterocycles. Part 209 . Synthesis of 1‐cyclohexyl‐substituted isoquinoline derivatives
Author(s) -
Kóbor Jenő,
Lázár János,
Fölöp Ferenc,
Bernáth GÁBor
Publication year - 1994
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.5570310423
Subject(s) - chemistry , isoquinoline , acrylonitrile , yield (engineering) , condensation , organic chemistry , claisen rearrangement , medicinal chemistry , stereochemistry , polymer , materials science , thermodynamics , physics , copolymer , metallurgy
In contrast with earlier literature data [7], both acrylic esters and acrylonitrile underwent Michael addition to l‐methyl‐3,4‐dihydroisoquinolines 1‐4 to yield the diesters 5‐9 or the dinitrile 10 , respectively. Compounds 5‐10 were converted by Claisen condensation to 1‐[(3′‐methoxycarbonyl‐ or 1‐[(3′‐ethoxycarbonyl‐4′‐oxo)‐l'‐cyclohexyl]‐3,4‐dihydroisoquinoline derivatives 11‐16 . Several derivatives of 12 were prepared. The new compounds possess various pharmacological actions.