ReviewChemical science2019
Alkynylation of radicals: spotlight on the "Third Way" to transfer triple bonds.
Review in Chemical science, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 27 papers.
What it found
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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
27 citing papers in PubMed.
- Capturing elusive alkenyl radicals in the Wharton reaction and its interrupted cyclization.Chemical science · 2026Article
- Homoleptic Bismuth Alkynes: Isolable Reagents for Selective Alkynyl Radical Transfer.Angewandte Chemie (International ed. in English) · 2026Article
- Article
- Alkynyl Radicals, Myths and Realities.JACS Au · 2025Review
- Recent Progress in Synthetic Applications of Hypervalent Iodine(III) Reagents.Chemical reviews · 2024Review
- One-Pot Synthesis of Terminal Alkynes from Alkenes.JACS Au · 2024Article
- Organic Dye Photocatalyzed Synthesis of Functionalized Lactones and Lactams via a Cyclization-Alkynylation Cascade.Organic letters · 2024Article
- SOMOphilic alkyne vs radical-polar crossover approaches: The full story of the azido-alkynylation of alkenes.Beilstein journal of organic chemistry · 2024Article
- Anaerobic photoinduced Cu(0/I)-mediated Glaser coupling in a radical pathway.Nature communications · 2023Article
- Azido-alkynylation of alkenes through radical-polar crossover.Chemical science · 2023Article
- Recent Advances in C-H Functionalisation through Indirect Hydrogen Atom Transfer.Molecules (Basel, Switzerland) · 2023Review
- Design principles of the use of alkynes in radical cascades.Nature reviews. Chemistry · 2023Review
- Aryl-, Akynyl-, and Alkenylbenziodoxoles: Synthesis and Synthetic Applications.Molecules (Basel, Switzerland) · 2023Review
- Recent progress in alkynylation with hypervalent iodine reagents.Chemical communications (Cambridge, England) · 2023Review
- Substrate-controlled C-H or C-C alkynylation of cyclopropanes: generation of aryl radical cations by direct light activation of hypervalent iodine reagents.Chemical science · 2022Article
- Dealkenylative Alkynylation Using Catalytic FeJournal of the American Chemical Society · 2022Article
- Photoinduced inverse Sonogashira coupling reaction.Chemical science · 2022Article
- Efficient Catalytic Synthesis of Condensed Isoxazole Derivatives via Intramolecular Oxidative Cycloaddition of Aldoximes.Molecules (Basel, Switzerland) · 2022Article
- Radical 1,2,3-tricarbofunctionalization of α-vinyl-β-ketoesters enabled by a carbon shift from an all-carbon quaternary center.Chemical science · 2022Article
- Synthesis and Characterization of Alkyne-Functionalized Photo-Cross-Linkable Polyesters.ACS omega · 2022Article
Corrections and comments
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Authors and funding
2 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The alkynylation of radical intermediates has been known since a long time, but had not been broadly applied in synthetic chemistry, in contrast to the alkynylation of either electrophiles or nucleophiles. In the last decade however, it has been intensively investigated leading to new disconnections to introduce versatile triple bonds into organic compounds. Nowadays, such processes are important alternatives to classical nucleophilic and electrophilic alkynylations. Efficient alkyne transfer reagents, in particular arylsulfones and hypervalent iodine reagents were introduced. Direct alkynylation, as well as cascade reactions, were subsequently developed. If relatively harsh conditions were required in the past, a new era began with progress in photoredox and transition metal catalysis. Starting from various radical precursors, alkynylations under very mild reaction conditions were rapidly discovered. This review covers the evolution of radical alkynylation, from its emergence to its current intensive stage of development. It will focus in particular on improvements for the generation of radicals and on the extension of the scope of radical precursors and alkyne sources.
Identifiers
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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.