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Potential antitumor agents. III . Synthesis of pyrazolo[3,4‐ e ]pyrrolo[3,4‐ g ]indolizine and 1 H ‐pyrazolo[3,4‐ e ]indolizine derivatives
Author(s) -
Artico Marino,
Massa Silvio,
Stefancich Giorgio,
Silvestri Romano,
Di Santo Roberto,
Corelli Federico
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.5570260246
Subject(s) - indolizine , chemistry , pyrazole , derivative (finance) , ring (chemistry) , alkylation , stereochemistry , acetonitrile , tricyclic , medicinal chemistry , combinatorial chemistry , organic chemistry , catalysis , financial economics , economics
The preparation of 5‐dimethylaminoethyl‐4,6‐dioxo‐1‐phenyl‐1,4,5,6‐tetrahydropyrazolo[3,4‐ e ]pyrrolo‐[3,4‐ g ]indolizine, a derivative of the still unknown tetracyclic parent ring pyrazolo[3,4‐ e ]pyrrolo[3,4‐ g ]indolizine, is reported starting from 1‐phenyl‐5‐(1‐pyrryl)pyrazole‐4‐acetonitrile by PPA catalyzed double cyclization of the related oxalylcyanomethyl derivative and subsequent alkylation. The synthesis of 4,5‐bis(isopro‐pylaminocarbonyloxymethyl) and 4,5‐bis‐(cyclohexylaminocarbonyloxymethyl) derivatives of 1‐phenyl‐1 H ‐pyrazolo[3,4‐ e ]indolizine is also described. The new tricyclic and tetracyclic derivatives were tested as potential antitumor agents.