ArticleChemical science2018
Silyl-mediated photoredox-catalyzed Giese reaction: addition of non-activated alkyl bromides.
Article in Chemical science, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 29 papers.
What it found
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The trial behind it
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Who cites it
29 citing papers in PubMed.
- Photochemical Ring Opening of Cyclopropyl Silyl Ethers Enables β-β Coupling, Radical-Polar Crossover and Annulation.Angewandte Chemie (International ed. in English) · 2026Article
- Synthesis of the Tetracyclic Core of the Daphlongeranines.Organic letters · 2025Article
- Photochemical Insights on Acyl Azolium Salts Enable the Design of a Tandem Hydrogen Atom Transfer/Halogen Atom Transfer Acylation of Alkyl Bromides and Chlorides.Journal of the American Chemical Society · 2025Article
- Monofluoromethyl Radical Mediated Halogen-Atom Transfer.Journal of the American Chemical Society · 2025Article
- Discovery and Development of an Aerobic Radical Hydroxyarylation Reaction Using Aryl Halides, Olefins, and OOrganic letters · 2025Article
- Hydroalkylation of styrenes enabled by boryl radical mediated halogen atom transfer.Chemical science · 2024Article
- Catalytic Photoredox Carbobromination of Unactivated Alkenes with α-Bromocarbonyls via the Mechanistically Distinct Radical-Addition Radical-Pairing Pathway.ACS catalysis · 2024Article
- Giese-type alkylation of dehydroalanine derivatives via silane-mediated alkyl bromide activation.Beilstein journal of organic chemistry · 2024Article
- Electrochemical halogen-atom transfer alkylation via α-aminoalkyl radical activation of alkyl iodides.Nature communications · 2023Article
- Sulfonium Salts as Acceptors in Electron Donor-Acceptor Complexes.Angewandte Chemie (International ed. in English) · 2023Review
- Photoredox-catalyzed diastereoselective dearomative prenylation and reverse-prenylation of electron-deficient indole derivatives.Nature communications · 2023Article
- Review
- Visible Light Photoredox-Catalyzed Decarboxylative Alkylation of 3-Aryl-Oxetanes and Azetidines via Benzylic Tertiary Radicals and Implications of Benzylic Radical Stability.The Journal of organic chemistry · 2023Article
- Photoinduced Halogen-Atom Transfer byJournal of the American Chemical Society · 2023Article
- PeptideACS central science · 2022Article
- C(spChemical science · 2022Article
- Alcohols as Alkylating Agents: Photoredox-Catalyzed Conjugate Alkylation via In Situ Deoxygenation.Angewandte Chemie (International ed. in English) · 2022Article
- Photoredox-Catalyzed Giese Reactions: Decarboxylative Additions to Cyclic Vinylogous Amides and Esters.Molecules (Basel, Switzerland) · 2022Article
- Recent Advances in Photoredox-Mediated Radical Conjugate Addition Reactions: An Expanding Toolkit for the Giese Reaction.Angewandte Chemie (International ed. in English) · 2021Review
- Rapid Optimization of Photoredox Reactions for Continuous-Flow Systems Using Microscale Batch Technology.ACS central science · 2021Article
Corrections and comments
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The emergence of photoredox catalysis has enabled the discovery of mild and efficient conditions for the generation of a variety of radical reaction platforms. Herein is disclosed the development of a conjugate addition reaction of non-activated alkyl bromides to Michael acceptors under visible-light photoredox catalysis. Optimization of the reaction was achieved using high-throughput experimentation (HTE) tools to enable the identification of mild, general and practical reaction conditions. A diverse set of alkyl bromides was successfully added to cyclic or acyclic α,β-unsaturated esters and amides. The features of this transformation allowed also access to a key intermediate of Vorinostat®, an HDAC inhibitor used to fight cancer and HIV.
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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.