
TY  - JOUR
A1  - Lewis, GE 
A1  - Prager, RH 
A1  - Ross, RHM 
T1  - Benzo[c]cinnoline derivatives. VII. Reactions of Benzo[c]cinnoline and Chlorobenzo[c]cinnolines with lithium dimethylamide.
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1975
VL  - 28
IS  - 11
SP  - 2459
EP  - 2477
KW  - 
UR  - https://doi.org/10.1071/CH9752459 
N2  - The reactions of the four isomeric chlorobenzo[c]cinnolines and unsubstituted benzo[c]cinnoline with lithium dimethylamide in dimethylamine lead to the formation of complex product mixtures. Di- methylaminations occur as primary reactions at the 4- and 7-positions of the benzo[c]cinnoline nucleus; these involve displacement of hydrogen even when a chloro substituent is attached to another position in the same ring. Nucleophilic displacement of chloro substituents (in most instances as secondary reactions) appears to involve both direct (AE) substitution and EA cinesubstitution. With the 2-chloro compound 1,3-telesubstitution occurs as a primary reaction. 
ER  -

