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: | , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
15 October 2019
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| 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 
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| Verfasserangaben: | Melanie A. Drew, Sebastian Arndt, Christopher Richardson, Matthias Rudolph, A. Stephen K. Hashmi and Christopher J.T. Hyland |
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| 520 | |a 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. | ||
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