SYNTHESIS OF INDOLYLQUINOLINES UNDER FRIEDEL-CRAFTS REACTION CONDITIONS

A one-pot synthesis of some novel indolylquinoline analogues of biolog ical interest using indole or its 5-substituted derivatives as substra tes under Friedel-Crafts acylation conditions is reported. The synthes is of the compounds was accomplished by the employment of excess amoun ts of the substrates and higher temperature. The complete structure of the derivative obtained by using indole as substrate and dichloroacet yl chloride as acylating agent was unequivocally established as -dichl oroacetamidobenzyl)-3-(3'-indolyl)-quinoline 2a by single crystal X-ra y analysis. The structures of other similar indolylquinolines 2b-2e an d 3 were defined by spectroscopic analysis. The mechanism of formation of the analogues has also been rationalised.