Examination of the reactions of hexahydropyrrolo[3,2,1-jk]carbazole and of pyrrolo[3,2,1-hi]indoles with arenesulphonyl azides in non-polar and polar solvents

Abstract

4,5,7,8,9,10-Hexahydropyrrolo[3,2,1-jk]carbazole reacts with arenesulphonyl azides in chloroform solution forming derivatives of trans-octahydrocyclopenta[c]pyrrolo[3,2,1-ij]quinoline, whilst in dimethyl sulphoxide solution the cis-compounds are obtained. The reactions of 1,2-dihydro-4,5-dimethylpyrrolo[3,2,1-hi]indole with azides afford indole derivatives whilst 4-ethyl-5-methylpyrrolo[3,2,1-hi]indole yields derivatives of quinoline.