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Synthesis of 3,9‐dihydro‐3,9‐dioxo‐2 H ‐indeno[2,1‐ c ] pyridine‐4‐carbonitriles
Author(s) -
Chorvat Robert J.,
Desai Bipin N.
Publication year - 1980
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.5570170634
Subject(s) - chemistry , annulation , pyridine , reagent , ring (chemistry) , orthoester , tricyclic , medicinal chemistry , stereochemistry , organic chemistry , catalysis
The annelation of α‐pyridones to five membered ring systems is demonstrated by the synthesis of a series of 2‐azafluorenones. These tricyclic heterocycles could be optionally substituted with methyl or phenyl groups by varying the orthoester reagent in the cyclization reaction. The conversion of the resultant cyanopyridones to pyridonecarboxamides and their N ‐methyl homologs is also described.