Rearrangement in the series of 3-(2-aryl-2-oxoethyl)-3,4-dihydroquinoxalin-2(1H)-ones |
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Authors: | Kolos N N Kovalenko L Yu Kulikov A Yu |
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Institution: | 1.V. N. Karazin Kharkov National University, 4 pl. Svobody, 61077, Kharkov, Ukraine ; |
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Abstract: | 4-Acetyl- and 4-succinyl-3-(2-aryl-2-oxoethyl)-3,4-dihydroquinoxalin-2(1H)-ones undergo the rearrangement into (Z)-2-(3-arylquinoxalin-2-ylidene)acetic acids accompanied by the elimination of the acyl groups. The nitration of 3-(2-oxo-2-phenylethyl)-3,4-dihydro-quinoxalin-2(1H)-one affords 5-nitro- and 7-nitro-2-carboxymethylidenequinoxalines. The bromination of quinoxalin-2-ones in AcOH gives 3-aryl-2-carboxymethylidenequinoxalines
and the corresponding 7-bromo derivatives, with the former products predominating. |
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