A C6′ bulky substituted quinine-catalyzed SNV reaction between 3-substituted oxindole and (E)-3-(nitromethylene)-oxindole was developed. This enantioselective C­(sp 3)–C­(sp 2) coupling furnished bisoxindole scaffolds featuring a vinyl-substituted all-carbon quaternary stereocenter with high stereoselectivities. In addition, the gram-scale synthesis and synthetic post-transformations were conducted to demonstrate the potential synthetic usefulness.

The construction of novel skeletons through the recombination of natural products ring systems is attractive. Herein, a basicity‐controlled synthesis of (dihydro)furo[2,3‐c]quinolin‐4(5H)‐one derivatives through (3+2) cyclization between 3‐hydroxyquinolin‐2‐ones and β‐chlorinated nitrostyrenes was developed. In addition, preliminary study gave the chiral dihydrofuro[2,3‐c]quinolin‐4(5H)‐one derivatives with up to 83 % ee.

The straightforward construction of polysubstituted arenes is essential in both synthetic chemistry and medicinal chemistry. Herein, we reported a DBU promoted Michael addition/cyclization/elimination cascade reaction between vinylogous malononitrile derivatives and chlorinated nitrostyrenes for the synthesis of polysubstituted arenes. The method features mild reaction conditions, wide substrate scope and high yield. Interestingly, preliminary study of the enantioselective version of this cascade was conducted to give chiral biaryl atropisomers with up to 40% ee through center-to-axial chirality transfer strategy.