ArticleJournal of the American Chemical Society2011
Synthesis of catechols from phenols via Pd-catalyzed silanol-directed C-H oxygenation.
Article in Journal of the American Chemical Society, 2011. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 29 papers.
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Who cites it
29 citing papers in PubMed.
- Multifunctional chiral silanol ligands for enantioselective catalysis.Chemical science · 2025Article
- Versatile Synthetic Platform for 1,2,3-Triazole Chemistry.ACS omega · 2022Review
- Ligand-Enabled C-H Hydroxylation with Aqueous HJournal of the American Chemical Society · 2022Article
- Palladium-Catalyzed Organic Reactions Involving Hypervalent Iodine Reagents.Molecules (Basel, Switzerland) · 2022Review
- Halodule pinifolia (Seagrass) attenuated lipopolysaccharide-, carrageenan-, and crystal-induced secretion of pro-inflammatory cytokines: mechanism and chemistry.Inflammopharmacology · 2021Article
- Silanol: a bifunctional group for peptide synthesis and late-stage functionalization.Chemical science · 2020Article
- Hypervalent Iodine Reagents in Palladium-Catalyzed Oxidative Cross-Coupling Reactions.Frontiers in chemistry · 2020Review
- Site-Selective C-H Oxygenation via Aryl Sulfonium Salts.Angewandte Chemie (International ed. in English) · 2019Article
- A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.Chemical Society reviews · 2018Review
- Heterologous pathway assembly reveals molecular steps of fungal terreic acid biosynthesis.Scientific reports · 2018Article
- Silicon-Tethered Strategies for C-H Functionalization Reactions.Accounts of chemical research · 2017Article
- A redox-neutral catechol synthesis.Nature communications · 2017Article
- Catalytic Reductive ortho-C-H Silylation of Phenols with Traceless, Versatile Acetal Directing Groups and Synthetic Applications of Dioxasilines.Journal of the American Chemical Society · 2016Article
- The design of a readily attachable and cleavable molecular scaffold forChemical science · 2016Article
- A bio-inspired synthesis of oxindoles by catalytic aerobic dual C-H functionalization of phenols.Chemical science · 2016Article
- General method for the synthesis of salicylic acids from phenols through palladium-catalyzed silanol-directed C-H carboxylation.Angewandte Chemie (International ed. in English) · 2015Article
- The Toluene o-Xylene Monooxygenase Enzymatic Activity for the Biosynthesis of Aromatic Antioxidants.PloS one · 2015Article
- C-H Activation: A surrogate for selectivity.Nature chemistry · 2014Article
- Meta-selective C-H functionalization using a nitrile-based directing group and cleavable Si-tether.Journal of the American Chemical Society · 2013Article
- General and practical carboxyl-group-directed remote C-H oxygenation reactions of arenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2013Article
Corrections and comments
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Authors and funding
4 authors.
Funding
Abstract
A silanol-directed, Pd-catalyzed C-H oxygenation of phenols into catechols is presented. This method is highly site selective and general, as it allows for oxygenation of not only electron-neutral but also electron-poor phenols. This method operates via a silanol-directed acetoxylation, followed by a subsequent acid-catalyzed cyclization reaction into a cyclic silicon-protected catechol. A routine desilylation of the silacyle with TBAF uncovers the catechol product.
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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.