ArticleAngewandte Chemie (International ed. in English)2025
Site-Selective Carbonylation of Azetidines via Copper-Catalyzed Difluorocarbene Insertion.
Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed.
- Electrosynthesis of 1,1-Bis(difluoromethyl)alkenes via Twofold C-H Difluoromethylation as Bioisosteres of Elusive 1,1-Enediols.Nature communications · 2026Article
- A difluorocarbene-triggered annulation/ring expansion cascadeChemical science · 2026Article
- Flow-Enabled, Modular Access to α,α-Difluoromethylene Amines.Angewandte Chemie (International ed. in English) · 2025Article
- Single-carbon-atom transfer toChemical science · 2025Article
- Site-Selective Carbonylation of Azetidines via Copper-Catalyzed Difluorocarbene Insertion.Angewandte Chemie (International ed. in English) · 2025Article
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Authors and funding
3 authors.
Funding
Abstract
γ-Lactams are privileged five-membered pharmaco-phores in numerous bioactive compounds, but access to these motifs typically relies on cycloaddition/substitution chemistry involving activated substrates or CO carbonylations under harsh conditions. Here, we report a new route to functionalized γ-lactams through formal carbonylation of azetidines under nonprecious metal catalysis. The method leverages a copper-stabilized difluorocarbene to promote site-selective insertion followed by in situ hydrolysis to unmask the lactam group. In contrast to most difluorocarbene reactions that cause ring cleavage of saturated heterocycles in the presence of heat, the present system operates at a low temperature and retains the integrity of the cyclic structure. Synthesis of various drug-like lactams and a therapeutic agent for diabetes highlights utility.
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