Single-step constructions of molecules with multiple quaternary carbon stereocentres are rare. The spirooxindole structural motif is common to a range of bioactive compounds; however, asymmetric synthesis of this motif is complicated due to the presence of multiple chiral centres. The development of organocatalytic cascade reactions has proven to be valuable for the construction of several chir...

Fe (III) supported graphitic carbon nitride nanocomposite was synthesized by impregnation of FeCl3 with g- C3N4 (Fe (III)@g-C3N4). Then, the synthesis of spirooxindole derivatives was carried out in the presence of Fe (III) @ graphitic carbon nitride nanocompositevia the multi-component reaction of malononitrile, isatins, and 1,3...

A novel P(NMe2)3-mediated reductive [1+4] annulation reaction between isatins and enones has been developed, providing the facile synthesis of spirooxindole-dihydrofurans. This reaction unveils the first practical approach to construct five-membered cyclic motifs via a Kukhtin-Ramirez adduct involved [1+4] annulation mode.

Abstract This account describes the strategies for synthesis of functionalized spirooxindole polycycles, including enantiomerically enriched forms, that we have developed and reported. The syntheses these complex molecules were accomplished in a few steps starting from relatively simple oxindole derivatives other reactants. Organocatalytic reactions involved kinetic resolution or dynamic transf...

A novel cinchona-alkaloid-derived organocatalyst has been developed to catalyze the asymmetric regioselective [3+2] cycloaddition of 3-isothiocyanato oxindoles with dibenzylidene ketones. A series of spirooxindole enols could be obtained in high yields with good-to-excellent diastereo- and enantioselectivities.

The first chiral phosphoric acid catalyzed highly diastereo- and enantioselective 1,3-dipolar cycloaddition reaction of azlactones and methyleneindolinones was disclosed. By using a BINOL-derived chiral phosphoric acid as the catalyst, azlactones were activated as chiral anti N-protonated 1,3-dipoles to react with methyleneindolinones to yield biologically important 3,3'-pyrrolidonyl spirooxind...