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Synthesis of 4‐oxo‐4 H ‐quino[2,3,4‐ i,j ][1,4]‐benoxazine‐5‐carboxylic acid derivatives
Author(s) -
Chu Daniel T. W.,
Maleczka Robert E.
Publication year - 1987
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.5570240228
Subject(s) - chemistry , nucleophile , intramolecular force , carboxylic acid , antibacterial activity , azine , stereochemistry , combinatorial chemistry , organic chemistry , bacteria , catalysis , biology , genetics
The synthesis and antibacterial activity of 1‐substituted amino‐2‐fluoro‐4‐oxo‐4H‐quino[2,3,4‐i,j][1,4]benox‐azine‐5‐carboxylic acid derivatives is described. Key steps in the synthesis include carbon homologation and two intramolecular nucleophilic displacement cyclization reactions to generate the 4‐oxo‐4H‐quino[2,3,4‐i,j]‐[1,4]benoxazine‐5‐carboxylic acid nucleus.