4.7 Article

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

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CHEMICAL COMMUNICATIONS
卷 59, 期 84, 页码 12649-12652

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d3cc03543c

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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.
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.

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