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Divergent gold-catalysed reactions of cyclopropenylmethyl sulfonamides with tethered heteroaromatics

Cyclopropenylmethyl sulfonamides with tethered heteroaromatics have been demonstrated to undergo divergent gold-catalysed cyclisation reactions. A formal dearomative (4+3) cycloaddition takes place with furan-tethered substrates, yielding densely functionalised 5,7-fused heterocycles related to the...

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Hauptverfasser: Drew, Melanie A. (VerfasserIn) , Arndt, Sebastian (VerfasserIn) , Richardson, Christopher (VerfasserIn) , Rudolph, Matthias (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn) , Hyland, Christopher J. T. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 15 October 2019
In: Chemical communications
Year: 2019, Jahrgang: 55, Heft: 93, Pages: 13971-13974
ISSN:1364-548X
DOI:10.1039/C9CC06241F
Online-Zugang:Verlag, Volltext: https://doi.org/10.1039/C9CC06241F
Verlag, Volltext: https://pubs.rsc.org/en/content/articlelanding/2019/cc/c9cc06241f
Volltext
Verfasserangaben:Melanie A. Drew, Sebastian Arndt, Christopher Richardson, Matthias Rudolph, A. Stephen K. Hashmi and Christopher J.T. Hyland
Beschreibung
Zusammenfassung:Cyclopropenylmethyl sulfonamides with tethered heteroaromatics have been demonstrated to undergo divergent gold-catalysed cyclisation reactions. A formal dearomative (4+3) cycloaddition takes place with furan-tethered substrates, yielding densely functionalised 5,7-fused heterocycles related to the bioactive curcusone natural products. Indole-tethered substrates display divergent reactivity giving biologically important tetrahydro-β-carbolines via a Friedel-Crafts mechanism.
Beschreibung:Gesehen am 10.01.2020
Beschreibung:Online Resource
ISSN:1364-548X
DOI:10.1039/C9CC06241F

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