ArticleAngewandte Chemie (International ed. in English)2020
Synthesis of gem-Difluoro Olefins through C-H Functionalization and β-fluoride Elimination Reactions.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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13 citing papers in PubMed.
- Exploiting Coordination Effects for the Regioselective Zincation of Diazines Using TMPZnX⋅LiX (X=Cl, Br).Angewandte Chemie (International ed. in English) · 2022Article
- Gold(I) α-Trifluoromethyl Carbenes: Synthesis, Characterization and Reactivity Studies.Angewandte Chemie (International ed. in English) · 2022Article
- Palladium-catalysed difluoroolefination of benzyl tosylates toward the synthesis ofRSC advances · 2022Article
- Emerging Applications of Aryl Trifluoromethyl Diazoalkanes and Diazirines in Synthetic Transformations.ACS organic & inorganic Au · 2022Review
- Rhodium-Catalyzed C-H Methylation and Alkylation Reactions by Carbene-Transfer Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Photocatalytic gem-Difluoroolefination Reactions by a Formal C-C Coupling/Defluorination Reaction with Diazoacetates.Angewandte Chemie (International ed. in English) · 2022Article
- Article
- Photoinduced Palladium-Catalyzed Dicarbofunctionalization of Terminal Alkynes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Multi C-H Functionalization Reactions of Carbazole Heterocycles via Gold-Catalyzed Carbene Transfer Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Synthesis and Evaluation of a Fluorine-18 Radioligand for Imaging Huntingtin Aggregates by Positron Emission Tomographic Imaging.Frontiers in neuroscience · 2021Article
- Metal-free tandem carbene N-H insertions and C-C bond cleavages.Chemical science · 2020Article
- Umpolung Difunctionalization of Carbonyls via Visible-Light Photoredox Catalytic Radical-Carbanion Relay.Journal of the American Chemical Society · 2020Article
- Synthesis of gem-Difluoro Olefins through C-H Functionalization and β-fluoride Elimination Reactions.Angewandte Chemie (International ed. in English) · 2020Article
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3 authors.
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Abstract
A palladium catalyzed C-H functionalization and consecutive β-fluoride elimination reaction between indole heterocycles and fluorinated diazoalkanes is reported. This approach provides for the first time a facile method for the rapid synthesis of gem-difluoro olefins using fluorinated diazoalkanes under mild reaction conditions. Cyclopropanation products were obtained when N-arylated rather than N-alkylated indoles were applied in this reaction. Mechanistic studies reveal the importance of the β-fluoride elimination step in this transformation. This method presents a new concept for the simple and direct transfer of a 1-aryl-(2,2-difluorovinyl) group to access gem-difluoro olefins.
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