1,2-Dihydroquinolin-2-one (carbostyril) anions as bidentate nucleophiles in their reactions with aryllead triacetates: synthesis of 1-aryl- and 3-aryl-tetrahydroquinoline-2,5,8-triones

Abstract

Arylation of 1,2-dihydroquinolin-2-one, 5-methoxy-, 8-methoxy- and 5,8-dimethoxy-1,2-dihydroquinolin-2-one anions with p-tolyllead triacetate has been studied. The reactions take place on nitrogen or on the C-3 position, depending on steric and electronic factors. The aryl derivatives thus obtained have been oxidized to the corresponding 3-aryltetrahydroquinoline-2,5,8-triones.