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Straightforward Synthesis of Indenes by Gold-Catalyzed Intramolecular Hydroalkylation of Ynamides.

Pierre ThilmanyAlejandro Guarnieri-IbáñezClément JacobJérôme LacourGwilherm Evano
Published in: ACS organic & inorganic Au (2021)
An original and straightforward entry to polysubstituted indenes from readily available ynamides is reported. Upon reaction with a N -heterocyclic carbene-gold complex under mild conditions, activated keteniminium ions are generated whose unique electrophilicity triggers a [1,5]-hydride shift and a subsequent cyclization. The presence of an endocyclic enamide in the densely functionalized resulting indenes was shown to be especially useful and versatile, offering a range of opportunities for their further postfunctionalization.
Keyphrases
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