Palladium‐catalyzed hydroarylation of homopropargyl iodoindoles with concurrent alkyl and iodonium migrations

Martín, Irene; Aragoncillo Abanades, Cristina; Almendros Requena, Pedro

Palladium‐catalyzed hydroarylation of homopropargyl iodoindoles with concurrent alkyl and iodonium migrations

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Official URL

https://doi.org/10.1002/adsc.202001267

Publication date

2021

Authors

Martín, Irene

Aragoncillo Abanades, Cristina

Almendros Requena, Pedro

Publisher

Wiley-WCH GmbH

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URI

https://hdl.handle.net/20.500.14352/91934

Citation

Martín-Mejías I, Aragoncillo C, Almendros P. Palladium-Catalyzed Hydroarylation of Homopropargyl Iodoindoles with Concurrent Alkyl and Iodonium Migrations. Adv. Synth. Catal. 2021, 363, 1449-1456.

Abstract

A selective palladium‐catalyzed C-arylation/carbocyclization/iodonium migration reaction sequence has been accomplished. Novel 2‐iodo‐1‐aryl‐9-H‐carbazoles are now easily available. As this result is contrary to the selectivity observed using gold catalysis, the formation of 2‐iodocarbazoles is noticeable, suggesting a metal‐controlled cyclization through chemo‐ and regioselective 1,2‐alkyl migration and 1,4‐iodonium migration.