Utilization of -acyl compounds for the synthesis of tricyclic and bridged heterocyclic compounds.

N-acyl derivative was prepared via the reaction of methyl anthranilate with ethyl bromoacetate then refluxing the formed amino ester with acetic anhydride. Cyclization of in presences of sodium methoxide and methanol forming 2,4-pyrrolidindione derivative . 2,4-Quinolidinone was obtained via cyclization of in dry toluene and sodium hydride. On the other hand, indolinone derivative was obtained by cyclization of in toluene and free from alcohol due to retro Diekmann-condensation. On treatment of with sodium hydride, refluxing toluene and in presences of Crown ether gave tricyclic compound . Also, treatment of 2-pyrrolidinone with trimethylene chlorobromide produced which cyclized using base and solvent to the bridged ring derivatives . The acidic hydrolysis of afforded the corresponding amino acid . Whereas derivative was obtained by the reaction of 2-pyrrolidinone with ethyl 3-bromopropionate which on cyclization gave azabicyclo[3,2,1]octan-4,8-dione derivative . Compound underwent acidic hydrolysis to the amino ketone derivative azepanone hydrochloride .