Utility of the Pfitzinger Reaction in the Synthesis of Novel Quinoline Derivatives and Related Heterocycles

KASIMOĞULLARI, RAHMİ; Gok, Dervis; Mert, Samet; Cengiz, Mustafa

dc.creator	KASIMOĞULLARI, RAHMİ
dc.creator	Gok, Dervis
dc.creator	Mert, Samet
dc.creator	Cengiz, Mustafa
dc.date	2013-12-31T22:00:00Z
dc.date.accessioned	2020-10-06T11:50:25Z
dc.date.available	2020-10-06T11:50:25Z
dc.identifier	f0348565-09ea-4c9b-a4a3-7c607420ab0d
dc.identifier	10.1002/jhet.1607
dc.identifier	https://avesis.sdu.edu.tr/publication/details/f0348565-09ea-4c9b-a4a3-7c607420ab0d/oai
dc.identifier.uri	http://acikerisim.sdu.edu.tr/xmlui/handle/123456789/75781
dc.description	2-(2-Amino-3,5-dinitrophenyl)-2-oxoacetic acid (2) was obtained from hydrolysis of 5,7-dinitroisatin (1) in alkaline media. A novel quinoxaline derivative (3) was synthesized from the reaction of the same compound (1) with o-phenylenediamine. Reacting 2 with ethyl 3-oxo-3-phenylpropanoate yields 6,8-dinitro-2-phenylquinoline-3,4-dicarboxylic acid (4). Then, 4 was converted into new quinoline-diacylchloride, quinoline-ester, quinoline-dicarboxamide, pyridazine, and pyrroledione derivatives (5, 6a, 6b, 6c, 6d, 7a, 7b, 7c, 7d, 8, 9, 10a, 10b, 10c, 10d, 11a, 11b, 12) with SOCl2, alcohols, amines, and hydrazines, respectively. The structures of synthesized compounds were clarified by H-1 NMR, C-13 NMR, IR, mass and elemental analysis methods.
dc.language	eng
dc.rights	info:eu-repo/semantics/closedAccess
dc.title	Utility of the Pfitzinger Reaction in the Synthesis of Novel Quinoline Derivatives and Related Heterocycles
dc.type	info:eu-repo/semantics/article