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Synthesis of a novel tricyclic 4‐quinolone. Incorporation of a spiro‐cyclopropyl group at N1 by bridging to C2
Author(s) -
Schroeder Mel C.,
Kiely John S.
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.5570250632
Subject(s) - cyclopropane , chemistry , stereochemistry , tricyclic , pharmacophore , quinolone , organic chemistry , ring (chemistry) , antibiotics , biochemistry
An important pharmacophore in many quinolone antiinfectives is the N1 cyclopropane. By incorporating the cyclopropane into a N1 to C2 bridge, the first quinolone substrate incorporating a spiro fused cyclopropane, 8,9,10‐trifluoro‐2,3,4,6‐tetrahydro‐6‐oxospiro[1 H ‐benzo[ c ]quinolizine‐1,l‐cyclopropane]‐5‐carboxylic acid, ethyl ester ( 8 ), was prepared.