Buchumschlag

Gold-catalyzed cyclisation by 1,4-dioxidation

Amide-substituted diynes were cyclized in the presence of a cationic gold catalyst and an external nucleophile leading to 1-indenones and 1-iminoindenones. The electron-donating features of the nitrogen atom enable the formation of a reactive ketene iminium ion, which can be trapped by either diphen...

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Bibliographische Detailangaben
Hauptverfasser: Claus, Vanessa (VerfasserIn) , Molinari, Lise (VerfasserIn) , Büllmann, Simon (VerfasserIn) , Thusek, Jean (VerfasserIn) , Rudolph, Matthias (VerfasserIn) , Rominger, Frank (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 04 March 2019
In: Chemistry - a European journal
Year: 2019, Jahrgang: 25, Heft: 40, Pages: 9385-9389
ISSN:1521-3765
DOI:10.1002/chem.201900996
Online-Zugang:Resolving-System, Volltext: https://doi.org/10.1002/chem.201900996
Verlag: https://www.onlinelibrary.wiley.com/doi/abs/10.1002/chem.201900996
Volltext
Verfasserangaben:Vanessa Claus, Lise Molinari, Simon Büllmann, Jean Thusek, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
Beschreibung
Zusammenfassung:Amide-substituted diynes were cyclized in the presence of a cationic gold catalyst and an external nucleophile leading to 1-indenones and 1-iminoindenones. The electron-donating features of the nitrogen atom enable the formation of a reactive ketene iminium ion, which can be trapped by either diphenyl sulfoxide or anthranil as nucleophiles in a subsequent oxidation step, providing substituted inden-1-on-3-carboxamides.
Beschreibung:Version of record online: April 17, 2019
Gesehen am 07.11.2019
Beschreibung:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201900996

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