M. Khaldi et al., SYNTHESIS OF PENTASUBSTITUTED BENZAMIDES VIA ORTHOMETALLATION - BASE AND SUBSTITUENT EFFECTS, Bulletin de la Societe chimique de France, 133(1), 1996, pp. 7-13
The synthesis of diversely substituted ortho-methyl N,N-diethylbenzami
des using the orthometallation concept is described. A dramatic effect
of the substituents and the additive TMEDA is observed during metalla
tion ortho to the N,N-diethylcarboxamido group. Molecular modeling con
firms the conformational effect of substituents. A role for the TMEDA
additive is proposed.