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Synthesis of new heterocycles of the benzo[a] quinolizine group V. Synthesis of the 1‐methylhexahydrobenzo[a] quinolizin‐2‐ones. Preparation of the cis ‐junction isomer
Author(s) -
Buzas A.,
Cossais F.,
Jacquet J. P.,
Novák L.,
Szántay C. S.
Publication year - 1974
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.5570110212
Subject(s) - chemistry , ketone , hydrochloride , salt (chemistry) , medicinal chemistry , chloride , cis–trans isomerism , stereochemistry , organic chemistry
The reaction of 3,4‐dihydro‐6,7‐dimethoxyisoquinoline hydrochloride on ethyl vinyl ketone yields two cis and trans benzo[ a quinolizinone isomers in variable proportions depending on the p H of the reacting medium. The cis junction isomer can be stabilized and isolated as the β‐propionylethylquinolizinium chloride quaternary salt.