ArticleACS catalysis2020
Multifaceted Substrate-Ligand Interactions Promote the Copper-Catalyzed Hydroboration of Benzylidenecyclobutanes and Related Compounds.
Article in ACS catalysis, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- Dual Photoredox/Cobalt Catalysis Enabled Regiospecific Markovnikov Hydroboration of Unactivated Mono-, Di-, and Trisubstituted Alkenes.Nature communications · 2026Article
- Nickel-catalyzed ring-opening difunctionalization of methylenecyclobutanes via strain-release-enabled C-C activation.Nature communications · 2026Article
- Mapping the Undirected Borylation of C(spJournal of the American Chemical Society · 2026Article
- Development of a Ligand for Cu-Catalyzed Amination of Base-Sensitive (Hetero)aryl Chlorides.Journal of the American Chemical Society · 2025Article
- Synthesis ofThe Journal of organic chemistry · 2025Article
- Size-Programmable Matteson-Type Annulation: Construction of Spirocycles from Simple Cyclic Ketones.Angewandte Chemie (International ed. in English) · 2025Article
- Enantioselective Borylcupration/Cyclization of Alkene-Tethered Oxime Esters.Angewandte Chemie (International ed. in English) · 2025Article
- Harnessing Oxetane and Azetidine Sulfonyl Fluorides for Opportunities in Drug Discovery.Journal of the American Chemical Society · 2024Article
- Theoretical study on ligand conformational self-adaptation for modulating reactivity.Scientific reports · 2024Article
- Oxetanes in Drug Discovery Campaigns.Journal of medicinal chemistry · 2023Review
- Updated Progress of the Copper-Catalyzed Borylative Functionalization of Unsaturated Molecules.Molecules (Basel, Switzerland) · 2023Review
- Article
- Regioselective Monoborylation of Spirocyclobutenes.Organic letters · 2021Article
- An umpolung-enabled copper-catalysed regioselective hydroamination approach to α-amino acids.Chemical science · 2021Article
- Generation of Axially Chiral Fluoroallenes through a Copper-Catalyzed Enantioselective β-Fluoride Elimination.Journal of the American Chemical Society · 2021Article
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Abstract
A unified synthetic strategy to access tertiary four-membered carbo/heterocyclic boronic esters is reported. Use of a Cu(I) catalyst in combination with a modified dppbz ligand enables regioselective hydroboration of various trisubstituted benzylidenecyclobutanes and carbo/heterocyclic analogs. The reaction conditions are mild, and the method tolerates a wide range of medicinally relevant heteroarenes. The protocol can be conveniently conducted on gram-scale, and the tertiary boronic ester products undergo facile diversification into valuable targets. Reaction kinetics and computational studies indicate that the migratory insertion step is turnover-limiting and accelerated by electron-withdrawing groups on the dppbz ligand. Energy decomposition analysis (EDA) calculations reveal that electron-deficient
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