ArticleNature chemistry2022
Palladium-catalysed selective oxidative amination of olefins with Lewis basic amines.
Article in Nature chemistry, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 22 papers.
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22 citing papers in PubMed, 93 citations in OpenAlex.
- Cobalt-Catalyzed Radical Ligand Transfer (RLT) Enables Remote-Markovnikov Hydroamination of Alkenes.Angewandte Chemie (International ed. in English) · 2026Article
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- Base-Regulated Spiroannulation: Insights into the Palladium-Catalyzed [2 + 2 + 1] Annulation of 1,2-Dihaloarenes, Alkynes, and 2‑Naphthol.ACS omega · 2026Article
- C(spJournal of the American Chemical Society · 2025Article
- Synergistic solvent-catalyst paradigm for sustainable aerobic allylic C-H functionalization.National science review · 2025Article
- Copper-Catalyzed Allylic Amination of Alkenes UsingACS catalysis · 2025Article
- Illuminating Palladium Catalysis.Accounts of chemical research · 2025Article
- Palladium-catalyzed carbon-carbon bond cleavage of primary alcohols: decarbonylative coupling of acetylenic aldehydes with haloarenes.RSC advances · 2025Article
- General (hetero)polyaryl amine synthesis via multicomponent cycloaromatization of amines.Nature communications · 2025Article
- Dynamic amine sorting enables multiselective construction of unsymmetrical chiral diamines.Nature chemistry · 2024Article
- Pyridine-based strategies towards nitrogen isotope exchange and multiple isotope incorporation.Nature communications · 2024Article
- Alkene Thianthrenation Unlocks Diverse Cation Synthons: Recent Progress and New Opportunities.Angewandte Chemie (International ed. in English) · 2024Review
- Direct synthesis of branched amines enabled by dual-catalyzed allylic C─H amination of alkenes with amines.Science advances · 2024Article
- Recent Advances in Visible Light Induced Palladium Catalysis.Angewandte Chemie (International ed. in English) · 2024Review
- Cooperative Cu/azodiformate system-catalyzed allylic C-H amination of unactivated internal alkenes directed by aminoquinoline.Nature communications · 2024Article
- Scope and Mechanistic Probe into Asymmetric Synthesis of α-Trisubstituted-α-Tertiary Amines by Rhodium Catalysis.Journal of the American Chemical Society · 2023Article
- Merging of Light/Dark Palladium Catalytic Cycles Enables Multicomponent Tandem Alkyl Heck/Tsuji-Trost Homologative Amination Reaction toward Allylic Amines.Journal of the American Chemical Society · 2023Article
- Practical synthesis of allylic aminesChemical science · 2023Article
- Indomuscone-Based Sterically Encumbered Phosphines as Ligands for Palladium-Catalyzed Reactions.The Journal of organic chemistry · 2023Article
- Asymmetric intermolecular allylic C-H amination of alkenes with aliphatic amines.Science (New York, N.Y.) · 2022Article
Corrections and comments
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Authors and funding
7 authors at 3 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Amines are prominent in natural products, pharmaceutical agents and agrochemicals. Moreover, they are synthetically valuable building blocks for the construction of complex organic molecules and functional materials. However, amines, especially aliphatic and aromatic amines with free N-H bonds, tend to coordinate with transition metals and deactivate the catalyst, posing a tremendous challenge to applying Lewis basic amines in the amination of olefins. Here we present an example of oxidative amination of simple olefins with various Lewis basic amines. The combination of a palladium catalyst, 2,6-dimethyl-1,4-benzoquinone and a phosphorous ligand leads to the efficient synthesis of alkyl and aryl allylamines. A series of allylamines were obtained with good yields and excellent regio- and stereoselectivities. Intramolecular amination to synthesize tetrahydropyrrole and piperidine derivatives was also realized. Mechanistic investigations reveal that the reaction undergoes allylic C(sp
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