Colin E. Crawforth, O. Meth-Cohn and C. A. Russell
J. Chem. Soc., Perkin Trans. 1, 1972, 2807-2810
DOI:
10.1039/P19720002807,
Paper
The reactions of quinoline and 4-methylquinoline with organolithium reagents lead to the corresponding 2-sub-stituted 1,2-dihydro-1-lithioquinolines (IV), which upon hydrolysis provide the 2-substituted quinolines (V). Addition of ethyl chloroformate to the reaction mixture prior to hydrolysis gives the ethyl 1,2-dihydroquinoline-1-carboxylates (VI) and not the 1,4-dihydroquinoline analogues (III) as was recently postulated.
