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Synthesis and spectra of 7‐( o ‐ and p‐R ‐phenyl)‐10,10‐dimethyl‐8,9,10,11‐tetrahydrobenz[ c ]acridin‐8‐ones. Structure correction of 1,2,3,4‐tetrahydro‐2,2‐dimethyl‐5‐aryl‐6‐aza‐7,8‐benzophenanthren‐4‐ones
Author(s) -
Cortés Eduardo,
Martínez Roberto,
Avila J. Gustavo,
Toscano R. Alfredo
Publication year - 1988
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.5570250337
Subject(s) - chemistry , dimedone , ethanol , nuclear magnetic resonance spectroscopy , medicinal chemistry , spectroscopy , nmr spectra database , aryl , stereochemistry , spectral line , organic chemistry , catalysis , physics , quantum mechanics , astronomy , alkyl
It has been reported that dimedone added to α‐arylidennaphthylamines in ethanol with formation of 1,4‐addition products derivatives of 5‐aryl‐5,6,7,8,9,10‐hexahydrobenzo[ c ]phenanthridin‐7‐ones, III , which are easily oxidized by chromic anhydride to the corresponding tetrahydro derivatives, IV . However, the attempted preparation of these compounds resulted instead of the formation of isomeric acridin‐8‐ones V and VI . Structures were confirmed by ir, 1 H nmr, ms and X‐ray spectroscopy.