ArticleJournal of the American Chemical Society2019
Three-Component Olefin Dicarbofunctionalization Enabled by Nickel/Photoredox Dual Catalysis.
Article in Journal of the American Chemical Society, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 61 papers.
What it found
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The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
61 citing papers in PubMed.
- Ligand-modulated metal-radical polarity match enables general 1,2-dicarbofunctionalization of ethylene.Nature chemistry · 2026Article
- Photocatalytic multicomponent alkene dicarbofunctionalizationChemical science · 2026Article
- (Poly)Borylated Species as Modern Reactive Groups toward Unusual Synthetic Applications.Angewandte Chemie (International ed. in English) · 2026Review
- Direct photoexcitation of borate complexes for radical generation: A platform from organic synthesis to chemical biology.Proceedings of the Japan Academy. Series B, Physical and biological sciences · 2026Review
- Palladium-Catalyzed Gem-Diborylalkylation of Silyl Enol Ethers and N-Vinylacetamide via Diboryl Carbon-Centered Radicals.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Iron-catalysed radical difunctionalization of alkenes.Nature synthesis · 2025Article
- Nickel-catalyzed C(spCommunications chemistry · 2025Article
- Cyclic Bifunctional Reagents Enabling a Strain-Release-Driven Formal [3 + 2] Cycloaddition of 2Journal of the American Chemical Society · 2025Article
- Unlocking the reactivity of the C-In bond: alkyl indium reagents as a source of radicals under photocatalytic conditions.Chemical science · 2025Article
- The current utility and future potential of multiborylated alkanes.Nature reviews. Chemistry · 2024Review
- Nickel-Catalyzed Three-Component 1,2-Carboacylation of Alkenes.Molecules (Basel, Switzerland) · 2024Article
- Mechanochemical Synthesis of α-halo Alkylboronic Esters.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- A free-radical design featuring an intramolecular migration for a synthetically versatile alkyl-(hetero)arylation of simple olefins.Chemical science · 2024Article
- Generation and Application of Homoallylic α,α-Diboryl Radicals via Diboron-Promoted Ring-Opening of Vinyl Cyclopropanes: cis-Diastereoselective Borylative Cycloaddition.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- Nickel-catalysed enantioselective alkene dicarbofunctionalization enabled by photochemical aliphatic C-H bond activation.Nature catalysis · 2024Article
- Synthesis of substituted benzylboronates by light promoted homologation of boronic acids withChemical science · 2023Article
- Nickel/photoredox dual catalyzed arylalkylation of nonactivated alkenes.Nature communications · 2023Article
- Iron-Catalyzed Enantioselective Multicomponent Cross-Couplings of α-Boryl Radicals.Organic letters · 2023Article
- Trifluoromethylarylation of alkenes using anilines.Chemical science · 2023Article
- Dual Nickel/Photoredox-Catalyzed Asymmetric Carbosulfonylation of Alkenes.Journal of the American Chemical Society · 2023Article
1 more citing papers are in PubMed but not listed here.
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
An intermolecular, photocatalytic dicarbofunctionalization (DCF) of olefins enabled by the merger of Giese-type addition with Ni/photoredox dual catalysis has been realized. Capitalizing on the rapid addition of 3° radicals to alkenes and their reluctance toward single electron metalation to Ni complexes, regioselective alkylation and arylation of olefins is possible. This dual catalytic method not only permits elaborate species to be assembled from commodity materials, but also allows quaternary and tertiary centers to be installed in a singular, chemoselective olefin difunctionalization. This multicomponent process occurs under exceptionally mild conditions, compatible with a diverse range of functional groups and synthetic handles such as pinacolboronate esters. This technology was directly applied to the synthesis of an intermediate to a preclinical candidate (TK-666) and its derivatives.
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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.