ArticleAngewandte Chemie (International ed. in English)2016
Harnessing the Electrophilicity of Keteniminium Ions: A Simple and Straightforward Entry to Tetrahydropyridines and Piperidines from Ynamides.
Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Mechanistic Studies on the Gold-Catalyzed Intramolecular Hydroalkylation of Ynamides to Indenes.ACS omega · 2024Article
- Straightforward Synthesis of Indenes by Gold-Catalyzed Intramolecular Hydroalkylation of Ynamides.ACS organic & inorganic Au · 2022Article
- A general, versatile and divergent synthesis of selectively deuterated amines.Chemical science · 2021Article
- C-H Bond Functionalization of Amines: A Graphical Overview of Diverse Methods.SynOpen (2017) · 2021Article
- Skeletal reorganization divergence of N-sulfonyl ynamides.Nature communications · 2020Article
- Catalytic Enantioselective Ynamide Additions to Isatins: Concise Access to Oxindole Alkaloids.Angewandte Chemie (International ed. in English) · 2019Article
- On the formation of seven-membered rings by arene-ynamide cyclization.Monatshefte fur chemie · 2019Article
- Harnessing the Electrophilicity of Keteniminium Ions: A Simple and Straightforward Entry to Tetrahydropyridines and Piperidines from Ynamides.Angewandte Chemie (International ed. in English) · 2016Article
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Authors and funding
2 authors.
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Abstract
An efficient, modular and straightforward entry to tetrahydropyridines and piperidines is reported. This reaction is based on a formal intramolecular hydroalkylation of readily available, properly substituted ynamides which, upon simple activation under acidic conditions, generate highly reactive activated keteniminium ions whose reactivity can be finely controlled to induce a remarkably efficient [1,5]-hydride shift from unactivated C-H bonds and trigger a cationic cyclization which is complete within minutes.
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