- Synthesis of new 3-(2-Chloroquinolin-3-yl)-5-phenylisoxazole derivatives via click chemistry approach
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Herein, we report the synthesis of new substituted 3-(2-chloroquinolin-3- yl)-5-phenylisoxazole (3a-j) by click chemistry in good to moderate yields. This approach is based on the regioselective copper(I)-catalyzed cycloaddition between different nitrile oxides derived from 2-chloroquinoline- 3-carbaldehyde (2a-j) and phenylacetylene. Finally these derivatives were screened for their antibacterial evaluation in vitro against three Gram-negative clinical bacteria: Escherichia coli, Pseudomonas aeruginosa and Acinetobacter baumannii using standard methods.
- Ferna?ndez-Galleguillos, Carlos,Saavedra, Luis A.,Gutierrez, Margarita
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p. 365 - 371
(2014/02/14)
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- An expeditious room temperature stirring method for the synthesis of isoxazolo[5,4-b]quinolines
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The synthesis of different derivatives of isoxazolo[5,4-b]quinoline by the cyclization reaction of various substituted oximes of quinoline using mild base at ambient temperature. The formation of isoxazolo[5,4-b]quinoline, as a consequence of cheaper and more readily available K2CO3 and DMF participating in the reaction, is documented. Copyright
- Niralwad, Kirti S.,Shingate, Bapurao B.,Shingare, Murlidhar S.
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experimental part
p. 805 - 807
(2012/01/03)
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- Unusual Reaction of 2-Chloro-6,7-dialkoxyquinoline-3-aldoxime with Epichlorohydrin
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Unlike the reactions of 2-chloro- and 2-chloro-6-methoxyquinoline-3-aldoximes, the reaction of 2-chloro-6,7-dimethoxyquinoline-3-aldoxime (7) with epichlorohydrin gives 2-chloro-3-cyano-6,7-dimethoxyquinoline (13), 2-chloro-6,7-dimethoxyquinoline-3-aldoxime monomethyl ether (12), 6,7-dimethoxyisoxazoloquinoline (15), 2-chloro-6,7-dimethoxyquinoline-3-aldoxime-(2,3-epoxy)propyl ether (14), and 2-chloro-6,7-dimethoxyquinoline-3-aldoxime-(3'-methoxy-2'-hydroxy)propyl ether (16).However, 2-chloro-6,7-diethoxyquinoline-3-aldoxime (8) with epichlorohydrin affords the desired epoxy derivative (11) and a small quantity of 2-chloro-3-cyano-6,7-diethoxyquinoline (20).No definite reaction pathway could be delineated for the unusual reaction products of the reaction of 7 with epichlorohydrin.
- Bhat, Neelima Balkrishen,Bhaduri, A.P.
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p. 431 - 434
(2007/10/02)
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