Silver(I)-Catalyzed Dearomatization of Alkyne-Tethered Indoles: Divergent Synthesis of Spirocyclic Indolenines and Carbazoles

Michael J. James, Rosa E. Clubley, Kleopas Y. Palate, Thomas J. Procter, Anthony C. Wyton, Peter O'Brien, Richard J K Taylor*, William P. Unsworth

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


A high-yielding, divergent approach to generate either spirocyclic indolenines or carbazoles from a common indole-tethered propargyl alcohol precursor is described, with mechanistic insight provided. Either product can be obtained upon treatment with different Ag(I) catalysts at rt. An unexpected hydration reaction to afford (±)-actinopolymorphol B is also reported.

Original languageEnglish
Pages (from-to)4372-4375
Number of pages4
JournalOrganic Letters
Issue number17
Publication statusPublished - 21 Aug 2015

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