ArticleNature chemistry2023
Copper-catalysed difluorocarbene transfer enables modular synthesis.
Article in Nature chemistry, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed, 68 citations in OpenAlex.
- Article
- Repurposing trifluoromethyl copper (III) complexes for difluoromethylation of saccharides and complex alcohols.Nature communications · 2026Article
- Difluoro Carbenes: From Genuine Gold Complexes to Unprecedented Metallacyclic Reactivity.Angewandte Chemie (International ed. in English) · 2025Article
- Modular synthesis of CFNature communications · 2025Article
- NaBArACS organic & inorganic Au · 2025Article
- Self-Assembly of a Customizable Library of Nickel Trifluoromethylation Catalysts via Selective C─F and C─O Bond Cleavage.Angewandte Chemie (International ed. in English) · 2025Article
- Multi-component reactions via copper(I) difluorocarbene as carbonyl source for constructing α-aminoamide derivatives.Nature communications · 2025Article
- Site-Selective Carbonylation of Azetidines via Copper-Catalyzed Difluorocarbene Insertion.Angewandte Chemie (International ed. in English) · 2025Article
- Copper difluorocarbene-involved catalytic gem-difluoropropargylation.Nature communications · 2025Article
- Catalytic difluorocarbene insertion enables access to fluorinated oxetane isosteres.Nature chemistry · 2025Article
- General access to furan-substitutedChemical science · 2025Article
- C-H Insertion from Isolable Copper Benzylidenes.Journal of the American Chemical Society · 2024Article
- Dialkylation of CFNature communications · 2024Article
- Copper-catalyzed highly switchable defluoroborylation and hydrodefluorination of 1-(trifluoromethyl)alkynes.Nature communications · 2024Article
- Tetrafluoroisopropylation of alkenes and alkynes enabled by photocatalytic consecutive difluoromethylation with CFNature communications · 2024Article
Corrections and comments
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
Abstract
The use of metal catalysts to produce and control the reactivity of carbenes has long offered a powerful approach to organic synthesis; however, difluorocarbene transfer catalysed by metal is an outlier and remains a substantial challenge. In that context, copper difluorocarbene chemistry has been elusive so far. Here we report the design, synthesis, characterization and reactivity of isolable copper(I) difluorocarbene complexes, which enable the development of a copper-catalysed difluorocarbene transfer reaction. The method offers a strategy for the modular synthesis of organofluorine compounds from simple and readily available components. This strategy facilitates a modular difluoroalkylation by coupling difluorocarbene with two inexpensive feedstocks, silyl enol ethers and allyl/propargyl bromides, in a one-pot reaction via copper catalysis, providing a diversity of difluoromethylene-containing products without laborious multistep synthesis. The approach enables access to various fluorinated skeletons of medicinal interest. Mechanistic and computational studies consistently reveal a mechanism involving nucleophilic addition to an electrophilic copper(I) difluorocarbene.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.