ArticleAngewandte Chemie (International ed. in English)2019
Photoredox-Catalyzed Cyclobutane Synthesis by a Deboronative Radical Addition-Polar Cyclization Cascade.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 42 papers.
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Who cites it
42 citing papers in PubMed.
- Photoinduced Alkynylation of Alkylboronic Acids and Alkyl-Boronates via Aminyl Radical Transfer (ART) Strategy.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Copper-Catalyzed Amino Radical Transfer-Mediated Deborylation for Chiral Ester Synthesis.Angewandte Chemie (International ed. in English) · 2026Article
- Boron-Mediated Hydroalkylation of Unactivated Olefins: AnJournal of the American Chemical Society · 2026Article
- Nature-Inspired Enzymatic Cascades: Emerging Strategies for Sustainable Chemistry.Molecules (Basel, Switzerland) · 2026Review
- Overcoming limitations in Chan-Lam amination with alkylboronic esters via aminyl radical substitution.Nature communications · 2025Article
- Radical Strategy to the Boron-to-Copper Transmetalation Problem:Journal of the American Chemical Society · 2025Article
- Radical-Polar Crossover Bicyclization Enables a Modular Synthesis of Saturated Bicyclic Amines.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Development of N-centered radical scavengers that enables photoredox-catalyzed transition-metal-free radical amination of alkyl pinacol boronates.Nature communications · 2025Article
- Alkene Carboxy-Alkylation via COJournal of the American Chemical Society · 2024Article
- Photochemical 1,3-boronate rearrangement enables three-component N-alkylation for α-tertiary hydroxybenzylamine synthesis.Nature communications · 2024Article
- The current utility and future potential of multiborylated alkanes.Nature reviews. Chemistry · 2024Review
- A General Three-Component Alkyl Petasis Boron-Mannich Reaction.Journal of the American Chemical Society · 2024Article
- Parallel Minisci Reaction ofACS organic & inorganic Au · 2024Article
- Synthesis of constrained bicycloalkanes through bibase-promoted brook rearrangement/radical-polar crossover cyclization.Chemical science · 2024Article
- Electroreductive Radical Addition-Polar Cyclization Cascade to Access Cycloalkanes.Organic letters · 2024Article
- Photoredox radical/polar crossover enables C-HChemical science · 2023Article
- Stereoretentive Formation of Cyclobutanes from Pyrrolidines: Lessons Learned from DFT Studies of the Reaction Mechanism.The Journal of organic chemistry · 2023Article
- Synthesis of 3-borylated cyclobutanols from epihalohydrins or epoxy alcohol derivatives.Chemical science · 2023Article
- 1,2-Radical Shifts in Photoinduced Synthetic Organic Transformations: A Guide to the Reactivity of Useful Radical Synthons.ACS organic & inorganic Au · 2022Review
- Alkylboronic acids as alkylating agents: photoredox-catalyzed alkylation reactions assisted by KChemical science · 2022Article
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Abstract
Photoredox-catalyzed methylcyclobutanations of alkylboronic esters are described. The reactions proceed through single-electron transfer induced deboronative radical addition to an electron-deficient alkene followed by single-electron reduction and polar 4-exo-tet cyclization with a pendant alkyl halide. Key to the success of the methodology was the use of easily oxidizable arylboronate complexes. Structurally diverse cyclobutanes are shown to be conveniently prepared from readily available alkylboronic esters and a range of haloalkyl alkenes. The mild reactions display excellent functional group tolerance, and the radical addition-polar cyclization cascade also enables the synthesis of 3-, 5-, 6-, and 7-membered rings.
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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.