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Synthesis of C‐13‐alkylated 8‐oxoberbines
Author(s) -
Weimar Christian,
von Angerer Silvia,
Wiegrebe Wolfgang
Publication year - 1991
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.2503241116
Subject(s) - alkylation , isoquinoline , chemistry , lactam , condensation , stereochemistry , organic chemistry , medicinal chemistry , catalysis , physics , thermodynamics
C‐13‐alkylated methoxy‐8 H ‐dibenzo[ a , g ]quinolizin‐8‐ones 2a‐e were synthesized by photocyclization of 1‐alkylidene‐ N ‐benzoyl‐1,2,3,4‐tetrahydroisoquinolines 1 . Moreover, condensation of 1,2,3,4‐tetrahydro‐6,7‐dirnethoxy‐1‐oxo‐isoquinoline with homophthalic acid anhydrides 7a and b leads to the C‐13‐alkylated 8‐oxoberbines 2b and c and improves the yields compared with those of the photocyclization method.