Issue 84, 2023

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

Abstract

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.

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

Supplementary files

Article information

Article type
Communication
Submitted
24 Jul 2023
Accepted
21 Sep 2023
First published
22 Sep 2023

Chem. Commun., 2023,59, 12649-12652

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

D. Bag and S. D. Sawant, Chem. Commun., 2023, 59, 12649 DOI: 10.1039/D3CC03543C

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