Buchumschlag

Gold-catalyzed C(sp2)-C(sp) coupling by alkynylation through oxidative addition of bromoalkynes

A gold(I)-catalyzed cascade cyclization-alkynylation of allenoates using alkynyl bromide to generate β-alkynyl-γ-butenolides was investigated. Whereas alkynyl iodides afforded significant amounts of the homo-coupling of two lactone units, alkynyl bromides led to a selective reaction, and a broad fun...

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Bibliographische Detailangaben
Hauptverfasser: Yang, Yangyang (VerfasserIn) , Schießl, Jasmin (VerfasserIn) , Göker, Verena (VerfasserIn) , Gross, Jürgen H. (VerfasserIn) , Rudolph, Matthias (VerfasserIn) , Rominger, Frank (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 15 May 2019
In: Chemistry - a European journal
Year: 2019, Jahrgang: 25, Heft: 41, Pages: 9624-9628
ISSN:1521-3765
DOI:10.1002/chem.201902213
Online-Zugang:Resolving-System, Volltext: https://doi.org/10.1002/chem.201902213
Verlag: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201902213
Volltext
Verfasserangaben:Yangyang Yang, Jasmin Schießl, Sirine Zallouz, Verena Göker, Jürgen Gross, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
Beschreibung
Zusammenfassung:A gold(I)-catalyzed cascade cyclization-alkynylation of allenoates using alkynyl bromide to generate β-alkynyl-γ-butenolides was investigated. Whereas alkynyl iodides afforded significant amounts of the homo-coupling of two lactone units, alkynyl bromides led to a selective reaction, and a broad functional group tolerance was observed. Under the optimized reaction conditions, it was possible to directly synthesize a large range of β-alkynyl-γ-butenolides in moderate to good yields without the need for any external oxidant.
Beschreibung:Im Titel erscheint die Ziffer 2 hochgestellt
Version of record online: June 26, 2019
Gesehen am 07.11.2019
Beschreibung:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201902213

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