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Short syntheses of 1,2,3,5‐tetrahydro‐5‐oxopyrrolo‐[1,2‐ a ]quinoline‐4‐carboxylic acid and 1,2,3,4‐tetrahydro‐6 H ‐6‐oxopyrido[1,2‐ a ]quinoline‐5‐carboxylic acid derivatives
Author(s) -
Chu Daniel T. W.,
Claiborne Akiyo K.
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.5570240608
Subject(s) - quinoline , chemistry , carboxylic acid , nucleophile , intramolecular force , ether , medicinal chemistry , condensation , organic chemistry , catalysis , physics , thermodynamics
Short and efficient syntheses of 7‐fluoro‐8‐(4‐methylpiperazin‐1‐yl)‐1,2,3,5‐tetrahydro‐5‐oxopyrrolo[1,2‐ a ]‐quinoline‐4‐carboxylic acid and 8‐fluoro‐9‐(4‐methylpiperazin‐1‐yl)‐1,2,3,4‐tetrahydro‐6 H ‐6‐oxopyrido[1,2‐ a ]‐quinoline‐5‐carboxylic acid are described. Both basic heterocycles were synthesized in two steps by the condensation of a benzoylacetate with an imino ether followed by an intramolecular nucleophilic displacement cyclization reaction.