ArticleJournal of the American Chemical Society2013
Terminal olefins to linear α,β-unsaturated ketones: Pd(II)/hypervalent iodine co-catalyzed Wacker oxidation-dehydrogenation.
Article in Journal of the American Chemical Society, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
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Who cites it
10 citing papers in PubMed.
- Multiple remote C(spChemical science · 2022Article
- Palladium-Catalyzed Organic Reactions Involving Hypervalent Iodine Reagents.Molecules (Basel, Switzerland) · 2022Review
- A copper-catalyzed asymmetric oxime propargylation enables the synthesis of the gliovirin tetrahydro-1,2-oxazine core.Chemical science · 2020Article
- Hypervalent Iodine Reagents in Palladium-Catalyzed Oxidative Cross-Coupling Reactions.Frontiers in chemistry · 2020Review
- Synthesis of (E,E)-Dienones and (E,E)-Dienals via Palladium-Catalyzed γ,δ-Dehydrogenation of Enones and Enals.iScience · 2019Article
- Tsuji-Wacker-Type Oxidation beyond Methyl Ketones: Reacting Unprotected Carbohydrate-Based Terminal Olefins through the "Uemura System" to Hemiketals and α,β-Unsaturated Diketones.Organic letters · 2019Article
- Organic synthesis provides opportunities to transform drug discovery.Nature chemistry · 2018Review
- Hypervalent Iodine Reagents in High Valent Transition Metal Chemistry.Molecules (Basel, Switzerland) · 2017Review
- Pyrrolidine catalyzed reactions of cyclopentadiene with α,β-unsaturated carbonyl compounds: 1,2- versus 1,4-additions.Tetrahedron · 2015Article
- Tuning reactivity and site selectivity of simple arenes in C-H activation: ortho-arylation of anisoles via arene-metal π-complexation.Journal of the American Chemical Society · 2014Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
Development of a mild (35 °C, no Brønsted acids) tandem Wacker oxidation-dehydrogenation of terminal olefins was accomplished using palladium(II) and hypervalent iodine co-catalysis. The reaction affords linear aryl and alkyl α,β-unsaturated ketones directly from readily available terminal olefins in good yields (average 75% per step) with excellent functional group tolerance and chemo- and stereoselectivities. The hypervalent iodine co-catalyst was found to be critical for dehydrogenation but was not effective as a stoichiometric oxidant.
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Registered trials
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