Mechanism of substitution of quinolines with organometallic reagents
Abstract
The reactions of quinoline and 4-methylquinoline with organolithium reagents proceed by attack at C-2 to give 1,2-dihydro-1-lithio-intermediates, which can be trapped with ethyl chloroformate, and not 1,4-dihydro-1-lithio-intermediates as suggested recently.