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A gold-catalyzed acid-assisted regioselective cyclization for the synthesis of polysubstituted oxazoles

Polysubstituted oxazole derivatives are obtained through a regioselective gold-catalyzed reaction of α-alkynylamides and alkynoates in the presence of nitriles. The intermediary obtained gold carbenes are generated by alkyne oxidation with a pyridine N-oxide. Acidic conditions ensure that only one o...

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Hauptverfasser: Wang, Qian (VerfasserIn) , Hoffmann, Stephanie (VerfasserIn) , Schießl, Jasmin (VerfasserIn) , Rudolph, Matthias (VerfasserIn) , Rominger, Frank (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 5 February 2020
In: European journal of organic chemistry
Year: 2020, Heft: 16, Pages: 2384-2388
ISSN:1099-0690
DOI:10.1002/ejoc.201900699
Online-Zugang:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/ejoc.201900699
Verlag, kostenfrei, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.201900699
Volltext
Verfasserangaben:Qian Wang, Stephanie Hoffmann, Jasmin Schießl, Matthias Rudolph, Frank Rominger, A. Stephen K. Hashmi
Beschreibung
Zusammenfassung:Polysubstituted oxazole derivatives are obtained through a regioselective gold-catalyzed reaction of α-alkynylamides and alkynoates in the presence of nitriles. The intermediary obtained gold carbenes are generated by alkyne oxidation with a pyridine N-oxide. Acidic conditions ensure that only one of the two carbonyl oxygen atoms in these intermediates selectively cyclizes to the products in excellent yields.
Beschreibung:Gesehen am 18.05.2020
Beschreibung:Online Resource
ISSN:1099-0690
DOI:10.1002/ejoc.201900699

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