Novel approach to isoindolo[2,1-a]quinolines: Synthesis of 1- and 3-halo-substituted 11-oxo-5,6,6a,11-tetrahydroisoindolo[2,1-a]quinoline-10- carboxylic acids

A series of 1- and 3-halo-substituted isoindolo[2,1-a]quinolines were obtained by means of electrophilic cyclization of methallyl- and allyl-substituted isoindolo-7-carboxylic acids. The influence of halogen atoms on the stereochemistry of the formation of key intermediates, 3a,6-epoxyisoindoles, was studied. © Georg Thieme Verlag Stuttgart.