Our present study provides an expedient general approach for the synthesis of some novel bridged dibenzo-azocinone,
-azoninone, -azecinone, -azocine, -azonine, and -azecine derivatives via Friedel–Crafts intramolecular ring-closure
reactions. The methodology is realized by a four-step protocol involving first preparation of 7-methyl-3,3-diphenylindoline
through the reduction of 7-methyl-3,3-diphenylindolin-2-one followed by N-alkylations with different haloesters (a-, b- or
g-). The resulting indoline ester derivatives were allowed to react both by addition of Grignard reagents to afford alcohols
and by hydrolysis to afford acids. Particular attention has been given to the novel structures especially in regard to the
promising pharmaceutical and therapeutic values associated with their skeletons.