Collect. Czech. Chem. Commun. 1979, 44, 2672-2676

Reactions of 3-quinolinecarbonitrile and 6-quinolinecarbonitrile with methylmagnesium iodide and phenzlmagnesium bromide.

Miloslav Ferles, Pavel Jančar and Oldřich Kocián

Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6


reaction of methylmagnesium iodide with 3-quinolinecarbonitrile gave a product of the 1,4-addition (IIa), whereas that of phenylmagnesium bromide gave products of the 1,2-addition (III) and the 1,4-addition (IIb). 6-Quinolinecarbonitrile (Va) exposed to the two agents gave ketones Vb and Vd, as well as products of the 1,2-addition and the subsequent oxidation (Vc and Ve); with phenyl magnesium bromide one more product was formed, viz. ketone Vf.