Treatment of 2-aryl-3,6-bis(arylamino)-1,4-benzoquinones 2a-h with different acid chlorides, namely acetyl, phenylacetyl and chloroacetyl chloride yields 3a,7a-dihydropyrrolo[2,3-f]indole-2,6-dione 3, 5-(N-phenylacetylarylamino)-3-phenylindole-2,6-dione 4 and 3-chloro-5-(N-chloroacetylarylamino)indole-2,6-dione 5 respectively. Stirring 2-aryl-1,4-benzoquinones (1) with ethylenediamine and/or o-phenylenediamine in methylene chloride gives pyrazino[2,3-g]quinoxalines derivative 6 and/or tetrapentacene derivative 7 respectively. The products 5-aryl-and 6-aryl-1H-indazole-4,7-diones 8 and 9 were obtained in the 1,3-dipolar cycloaddition of diazomethane to (1).
Synthesis of Heterocyclic NitrogenDerivatives from Aryl-1,4benzoquinones. -The synthesis of a variety of new heterocyclic quinones starting from 2-aryl-1,4-benzoquinones (I) is described. -(HASSAN, MAM-DOUH A.; FANDY, RAGAB F.; EL-AMINE, TARK M.; J.
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