Ag(i)-catalyzed dearomatizing spirocyclization/nucleophile addition cascade reactions of indole-tethered ynones

Ag(i)-catalyzed highly diastereoselective construction of divergent spiroindolines is disclosed herein. The approach proceeds via dearomatizing spirocyclization of indole-tethered ynones followed by C-nucleophile or hydride trapping. The established strategy is accompanied by the generation of two new C-C bonds and two contiguous stereocenters. This strategy features a broad range of (hetero)arenes as C-nucleophiles and excellent diastereoselectivity.

Automated summary

This article presents the Ag(i)-catalyzed highly diastereoselective construction of divergent spiroindolines. The method involves dearomatizing spirocyclization of indole-tethered ynones followed by C-nucleophile or hydride trapping, leading to the formation of two new C-C bonds and two contiguous stereocenters. The strategy demonstrates broad applicability with (hetero)arenes as C-nucleophiles and exhibits excellent diastereoselectivity.