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

A series of polyfunctionalized spiro-oxindole dihydropyridine frameworks have been synthesized via an efficient Sc3+-catalyzed one-pot stepwise reaction. This stepwise strategy involved the cleavage and formation of multiple C-X/C-C bonds, enabled by the N-olefination, Meinwald rearrangement and inverse-electron-demand aza-Diels-Alder reaction. This transformation exhibited many advantages, including readily available starting materials, mild reaction conditions, and high chemoselectivities and yields.

Automated summary

A series of polyfunctionalized spiro-oxindole dihydropyridine frameworks have been synthesized via an efficient Sc3+-catalyzed one-pot stepwise reaction. This transformation involves the cleavage and formation of multiple C-X/C-C bonds, enabled by N-olefination, Meinwald rearrangement, and inverse-electron-demand aza-Diels-Alder reaction. The advantages of this approach include readily available starting materials, mild reaction conditions, and high chemoselectivities and yields.