Fused Polycyclic Nitrogen-Containing Heterocycles: VI. Pyrrolo[1,2-a]quinoxalines |
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| Authors: | Mamedov V A Kalinin A A Gubaidullin A T Litvinov I A Azancheev N M Levin Ya A |
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| Institution: | (1) Arbuzov Institute of Organic and Physical Chemistry, Kazan Research Center, Russian Academy of Sciences, ul. Arbuzova 8, Kazan, 420088 Tatarstan, Russia |
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| Abstract: | 3-( -Chlorobenzyl)-1,2-dihydroquinoxalin-2-one reacts with anions derived from acetylacetone, benzoylacetone, dibenzoylmethane, malononitrile, ethyl acetoacetate, and ethyl cyanoacetate to give the corresponding 3-(-R,R'CH-benzyl)-1,2-dihydroquinoxalin-2-ones which undergo intramolecular cyclocondensation to functionally substituted pyrrolo1,2-a]quinoxalines on heating in boiling acetic acid. The reaction of 3-( -chloro-p-nitrobenzyl)-1,2-dihydroquinoxalin-2-one with acetylacetone anion directly leads to the corresponding pyrrolo1,2-a]quinoxaline, without heating in acetic acid. |
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