ReviewBeilstein journal of organic chemistry2015
Cross-dehydrogenative coupling for the intermolecular C-O bond formation.
Review in Beilstein journal of organic chemistry, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed, 194 citations in OpenAlex.
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- Mono and diRSC advances · 2024Article
- Metal free cross-dehydrogenative N-N coupling of primary amides with Lewis basic amines.Nature communications · 2024Article
- Cyclic Diaryl λJournal of the American Chemical Society · 2023Article
- Two Paths to Oxidative C-H Amination Under Basic Conditions: A Theoretical Case Study Reveals Hidden Opportunities Provided by Electron Upconversion.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
- Mild and Expeditious Synthesis of Sulfenyl Enaminones of l-α-Amino Esters and Aryl/Alkyl Amines through NCS-Mediated Sulfenylation.ACS omega · 2021Article
- Nucleophilic C-H Etherification of Heteroarenes Enabled by Base-Catalyzed Halogen Transfer.Journal of the American Chemical Society · 2021Article
- Cross-Dehydrogenative N-N Coupling of Aromatic and Aliphatic Methoxyamides with Benzotriazoles.Organic letters · 2021Article
- Iodine(III) promotes cross-dehydrogenative coupling of N-hydroxyphthalimide and unactivated C(spCommunications chemistry · 2021Article
- Antioxidant, Anti-Inflammatory, and Cytotoxic Properties and Chemical Compositions ofEvidence-based complementary and alternative medicine : eCAM · 2021Article
- Cross dehydrogenative C-O coupling catalysed by a catenane-coordinated copper(i).Chemical science · 2020Article
- Phenylene-bridged bis(benzimidazolium) (BBImChemical science · 2020Article
- Testing the limits of radical-anionic CH-amination: a 10-million-fold decrease in basicity opens a new path to hydroxyisoindolinesChemical science · 2020Article
- Cross-dehydrogenative coupling reactions between arenes (C-H) and carboxylic acids (O-H): a straightforward and environmentally benign access toRSC advances · 2019Review
- Cu-Catalyzed Cross-Dehydrogenative ortho-Aminomethylation of Phenols.Angewandte Chemie (International ed. in English) · 2018Article
- Iminoxyl radicalsRSC advances · 2018Article
- Hypervalent iodine compounds for anti-Markovnikov-type iodo-oxyimidation of vinylarenes.Beilstein journal of organic chemistry · 2018Article
- Cobalt-catalyzedBeilstein journal of organic chemistry · 2018Article
- Transition-metal-catalyzed synthesis of phenols and aryl thiols.Beilstein journal of organic chemistry · 2017Review
- Concise Total Syntheses of (+)-Haplocidine and (+)-Haplocine via Late-Stage Oxidation of (+)-Fendleridine Derivatives.Journal of the American Chemical Society · 2016Article
Corrections and comments
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Authors and funding
3 authors at 2 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The present review summarizes primary publications on the cross-dehydrogenative C-O coupling, with special emphasis on the studies published after 2000. The starting compound, which donates a carbon atom for the formation of a new C-O bond, is called the CH-reagent or the C-reagent, and the compound, an oxygen atom of which is involved in the new bond, is called the OH-reagent or the O-reagent. Alcohols and carboxylic acids are most commonly used as O-reagents; hydroxylamine derivatives, hydroperoxides, and sulfonic acids are employed less often. The cross-dehydrogenative C-O coupling reactions are carried out using different C-reagents, such as compounds containing directing functional groups (amide, heteroaromatic, oxime, and so on) and compounds with activated C-H bonds (aldehydes, alcohols, ketones, ethers, amines, amides, compounds containing the benzyl, allyl, or propargyl moiety). An analysis of the published data showed that the principles at the basis of a particular cross-dehydrogenative C-O coupling reaction are dictated mainly by the nature of the C-reagent. Hence, in the present review the data are classified according to the structures of C-reagents, and, in the second place, according to the type of oxidative systems. Besides the typical cross-dehydrogenative coupling reactions of CH- and OH-reagents, closely related C-H activation processes involving intermolecular C-O bond formation are discussed: acyloxylation reactions with ArI(O2CR)2 reagents and generation of O-reagents in situ from C-reagents (methylarenes, aldehydes, etc.).
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