ArticleAngewandte Chemie (International ed. in English)2021
Palladium-Catalyzed Cascade Carbonylation to α,β-Unsaturated Piperidones via Selective Cleavage of Carbon-Carbon Triple Bonds.
Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.
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3 citing papers in PubMed.
- Carbon-carbon triple bond cleavage and reconstitution to achieve aryl amidation using nitrous acid esters.Nature communications · 2025Article
- A Selective and General Cobalt-Catalyzed Hydroaminomethylation of Olefins to Amines.Angewandte Chemie (International ed. in English) · 2022Article
- Palladium-Catalyzed Cascade Carbonylation to α,β-Unsaturated Piperidones via Selective Cleavage of Carbon-Carbon Triple Bonds.Angewandte Chemie (International ed. in English) · 2021Article
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7 authors.
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Abstract
A direct and selective synthesis of α,β-unsaturated piperidones by a new palladium-catalyzed cascade carbonylation is described. In the presented protocol, easily available propargylic alcohols react with aliphatic amines to provide a broad variety of interesting heterocycles. Key to the success of this transformation is a remarkable catalytic cleavage of the present carbon-carbon triple bond by using a specific catalyst with 2-diphenylphosphinopyridine as ligand and appropriate reaction conditions. Mechanistic studies and control experiments revealed branched unsaturated acid 11 as crucial intermediate.
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