V. N. Charushin, G. A. Mokrushina, G. M. Petrova, G. G. Alexandrov, O. N. Chupakhin, “One-step route to fluorinated furo[2,3-<i>b</i>]quinoxalines”, Mendeleev Commun., 1998, Volume 8, Issue 4,Pages <nobr>133

This article is cited in 13 papers

One-step route to fluorinated furo[2,3-b]quinoxalines

V. N. Charushin^a, G. A. Mokrushina^a, G. M. Petrova^a, G. G. Alexandrov^a, O. N. Chupakhin^b

^a Department of Organic Chemistry, Urals State Technical University, Ekaterinburg, Russian Federation
^b I. Ya. Postovsky Institute of Organic Synthesis, Urals Branch of the Russian Academy of Sciences, Ekaterinburg, Russian Federation

Abstract: The reaction of 6,7-difluoro-1-ethylquinoxalinium salts with 2,4-pentanedione, ethyl and bornyl acetoacetates and other β-keto esters results in the formation of 6,7-difluoro-3a,4,9,9a-tetrahydrofuro[2,3-b]quinoxalines. In addition, asymmetric 6-fluoro-7-morpholino and 6-fluoro-7-thiomorpholino substituted 1-ethylquinoxalinium salts react with alkyl acetoacetates in a regio- and stereoselective manner, thus giving exclusively the corresponding alkyl 2-methyl-6-fluoro-7-substituted 3a,4,9,9a-tetrahydrofuro[2,3-b]quinoxalin-3-carboxylates.

Language: English

DOI: 10.1070/MC1998v008n04ABEH000973