Lithiation of 2-(chloroaryl)-2-aryl-1,3-dioxolanes with butyllithium activated by N,N,N′,N″,N″-pentamethyldiethylenetriamine |
| |
Authors: | Má rta Porcs-Makkay,Anna Komá romi,Gyula Luká cs,Gyula Simig |
| |
Affiliation: | Chemical Research Division, EGIS Pharmaceuticals PLC., PO Box 100, 1475 Budapest, Hungary |
| |
Abstract: | Intramolecular competition of variously substituted phenyl rings of benzophenone ketals in lithiation reactions proved to be a useful tool to study both ortho-directing ability and long-range effects of the substituents. The regioselectivities observed in the reaction of benzophenone ketals having one or two chloro substituents in one of the aryl rings with butyllithium complexed to N,N,N′,N″,N″-pentamethyldiethylenetriamine demonstrate the significance of both ortho- and meta-acidifying effect of the chloro substituents. The lithio species thus generated were carboxylated resulting in new polysubstituted benzoic acids. |
| |
Keywords: | Lithiation Substituent effects Benzophenones 1,3-Dioxolanes |
本文献已被 ScienceDirect 等数据库收录! |
|