A Sc(OTf)₃-catalyzed one-pot two-step approach for spiro-oxindole dihydropyridine derivatives initiated by N-olefination of MBH carbonates

Abstract

An efficient one-pot, two-step, three-component reaction of isatin-derived MBH carbonates, sulfilimines, and epoxides was achieved, thus affording pharmaceutically important spiro-oxindole dihydropyridines.

An umpolung strategy for chemoselective metal-free [4 + 2] annulation of azlactones: access to tetrahydro-β-carbolin 1,3-diketone frameworks

“…Given our longstanding interest in synthesizing drug-like frameworks, we successfully prepared various pharmacophore architectures, including indole derivatives. 12 In this study, we made a remarkable discovery that azlactones undergo rapid dimerization solely in the presence of DDQ. Subsequently, the resulting homocoupling dimers were subjected to oxidation-induced heterolysis, leading to their reaction with nucleophilic indole-2-ylamides.…”