ArticleNature communications2015
Rhodium-catalysed C(sp(2))-C(sp(2)) bond formation via C-H/C-F activation.
Article in Nature communications, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed, 251 citations in OpenAlex.
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- Chemo-, regio-, and stereoselective tetrafunctionalization of fluoroalkynes enables divergent synthesis of 5-7-membered azacycles.Chemical science · 2024Article
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- Cross-coupling of organic fluorides with allenes: a silyl-radical-relay pathway for the construction of α-alkynyl-substituted all-carbon quaternary centres.Chemical science · 2024Article
- Oxidative coupling of N-nitrosoanilines with substituted allyl alcohols under rhodium (III) catalysis.Frontiers in chemistry · 2024Article
- Enantioselective Copper-Catalyzed spACS central science · 2022Article
- Synergistic Pd/Cu-catalyzed enantioselective CspNature communications · 2022Article
- Synthesis of bioactive fluoropyrrolidinesChemical science · 2022Article
- Ligand-controlled regioselective and chemodivergent defluorinative functionalization ofChemical science · 2021Article
- 2,2-difluorovinyl benzoates for diverse synthesis of gem-difluoroenol ethers by Ni-catalyzed cross-coupling reactions.Nature communications · 2021Article
- Arylation ofChemical science · 2020Article
- Cobalt-Catalyzed Selective Unsymmetrical Dioxidation ofThe Journal of organic chemistry · 2020Article
- Selective Quadruple C(spiScience · 2020Article
- Article
- Barbier Self-Condensing Ketyl Polymerization-Induced Emission: A Polarity Reversal Approach to Reversed Polymerizability.iScience · 2020Article
- Organocatalytic Strategy for Hydrophenolation ofTetrahedron · 2019Article
- Selective C-F bond carboxylation ofChemical science · 2019Article
- Ni-catalyzed migratory fluoro-alkenylation of unactivated alkyl bromides withChemical science · 2019Article
Corrections and comments
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Authors and funding
3 authors at 2 institutions in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Fluoroalkenes represent a class of privileged structural motifs, which found widespread use in medicinal chemistry. However, the synthetic access to fluoroalkenes was much underdeveloped with previous reported methods suffering from either low step economy or harsh reaction conditions. Here we present a Rh(III)-catalysed tandem C-H/C-F activation for the synthesis of (hetero)arylated monofluoroalkenes. The use of readily available gem-difluoroalkenes as electrophiles provides a highly efficient and operationally simple method for the introduction of α-fluoroalkenyl motifs onto (hetero)arenes under oxidant-free conditions. Furthermore, the employment of alcoholic solvent and the in-situ generated hydrogen fluoride are found to be beneficial in this transformation, indicating the possibility of the involvement of hydrogen bond activation mode with regards to the C-F bond cleavage step.
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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.