Regioselective synthesis and structural studies of dispirooxindole derivative by x-ray crystallographic studies

摘要

The 1, 3-dipolar cycloaddition reactions with trans azomethine ylide produce spirooxindole derivatives, which are active against certain bacterial pathogens. Spirooxindole ring systems have a very important place in medicinal chemistry because they are the central skeleton for numerous alkaloids and have potential biological activity. This newly synthesized target molecule, PSSPI was crystallized and its X-ray crystal structure has been derived. The crystallographic data of PSSPI are: C_(34)H_(38)N _2O_3; M.W = 522.7, Monoclinic, P2_1/a, with cell parameters a = 11.959(6) ?, b = 19.308(3) ?, c = 13.452(6) ?, β = 107.81(4)°; V = 2957(2) ?~3, Z = 4, D _(cal) = 1.174 mg/m~3, λ (Mo K _α) = 0.71073 ?. Based on the crystal structure, the piperidine, pyrrolidine and cyclohexanone rings adopt half-chair, envelop and twisted sofa conformations respectively. The rings oxindole and cyclohexanone are parallel to each other but perpendicular to the pyrrolidine ring. C-H???N, C-H???O and N-H???O types of intra and intermolecular interactions control the molecules in the crystal packing. Graphical Abstract: [Figure not available: see fulltext.]