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Scientific article
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English

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

Published inACS Organic & Inorganic Au, vol. 2, no. 1, p. 53-58
Publication date2022
First online date2021-10-14
Abstract

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.

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Keywords
  • Gold catalysis
  • Ynamides
  • Indenes
  • H-shift
  • Hydroalkylation
Research group
Citation (ISO format)
THILMANY, Pierre et al. Straightforward Synthesis of Indenes by Gold-Catalyzed Intramolecular Hydroalkylation of Ynamides. In: ACS Organic & Inorganic Au, 2022, vol. 2, n° 1, p. 53–58. doi: 10.1021/acsorginorgau.1c00021
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ISSN of the journal2694-247X
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Creation02/08/2022 4:06:00 PM
First validation02/08/2022 4:06:00 PM
Update time03/16/2023 2:37:29 AM
Status update03/16/2023 2:37:29 AM
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