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First synthesis of the benzo[ f ]pyrido[2′,3′:3,4]‐pyrrolo[2,1‐ a ][2,7]naphthyridine ring system
Author(s) -
Bracher Franz
Publication year - 1993
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.5570300128
Subject(s) - chemistry , ring (chemistry) , pyridine , ketone , sulfuric acid , closure (psychology) , medicinal chemistry , stereochemistry , organic chemistry , economics , market economy
The lithiated pyridine 7 on reaction with methyl 4‐methylquinoline‐3‐carboxylate ( 8 ) gave the ketone 9 , which could be converted to the biaryl 11 via an effective two step anellation procedure. Treatment of 11 with dilute sulfuric acid resulted in an unexpected ring closure to give the title ring system.