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Synthesis and Tautomerism of Novel Quinoxalines (Part I)
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 Title & Authors
Synthesis and Tautomerism of Novel Quinoxalines (Part I)
Ho Sik Kim; Jin Hee Kim;
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 Abstract
The reaction of 3-(1-ethoxycarbonyl)ethyl-1,2-dihydro-2-oxoquinoxaline (8) with hydrazine hydrate gave 3-(1-hydrazinocarbonyl)ethyl-2-hydroxyquinoxaline (9). The reaction of compound 9 with substituted benzaldehydes and heteroaryl aldehydes afforded 2-hydroxyquinoxalines (10-12), respectively. The reaction of compound 9 with alkyl (ethoxymethylene)cyanoacetates and ethoxymethylenemalononitrile resulted in the intramolecular cyclization to give the 5-amino-1-[2-(3-hydroxyquinoxalin-2-yl)propanoyl]-pyrazoles (13), respectively. Compounds 10-13 showed the tautomerism between the lactam and lactim forms in dimethyl sulfoxide solution. The tautomer ratios were determined by the NMR. The herbicidal and fungicidal activities of the synthesized compounds were investigated.
 Keywords
Quinoxalines; Intramolecular Cyclization; Tautomerism; Herbicidal Activity; Fungicidal Activity;
 Language
Korean
 Cited by
1.
Benzofuroxan으로부터 Quinoxaline 유도체의 합성(제1보),김호식;허재혁;

대한화학회지, 2004. vol.48. 4, pp.385-393 crossref(new window)
2.
Pyrido[2,3-b]pyrazine 유도체의 합성 (제1보),김호식;김광식;여윤희;

대한화학회지, 2005. vol.49. 6, pp.617-622 crossref(new window)
3.
Benzofuroxan으로부터 Quinoxaline 유도체의 합성(제2보),김호식;허재혁;

대한화학회지, 2005. vol.49. 4, pp.363-369 crossref(new window)
4.
Synthesis of Novel Quinoxalinone Derivatives by Conventional and Microwave Methods and Assessing their Biological Activity,;;;;;;;;

Archives of Pharmacal Research, 2011. vol.34. 10, pp.1605-1614 crossref(new window)
1.
Synthesis of novel quinoxalinone derivatives by conventional and microwave methods and assessing their biological activity, Archives of Pharmacal Research, 2011, 34, 10, 1605  crossref(new windwow)
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