ArticleAngewandte Chemie (International ed. in English)2014
Chemoselective amination of propargylic C(sp³)-H bonds by cobalt(II)-based metalloradical catalysis.
Article in Angewandte Chemie (International ed. in English), 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 32 papers.
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Who cites it
32 citing papers in PubMed.
- An Organometallic Umpolung Approach for Iron-Mediated Propargylic C-H Etherification.Angewandte Chemie (International ed. in English) · 2024Article
- Metalloradical Catalysis: General Approach for Controlling Reactivity and Selectivity of Homolytic Radical Reactions.Angewandte Chemie (International ed. in English) · 2024Review
- Scramble-Free Synthesis of UnhinderedOrganic letters · 2024Article
- Synthesis of dienes from pyrrolidines using skeletal modification.Nature communications · 2023Article
- Copper-catalyzed propargylic C-H functionalization for allene syntheses.Chemical science · 2023Article
- An iron(ii)-based metalloradical system for intramolecular amination of C(spChemical science · 2022Article
- Silver Catalyzed Site-Selective C(spMolecules (Basel, Switzerland) · 2022Article
- Stereoretentive and regioselective selenium-catalyzed intermolecular propargylic C-H amination of alkynes.Chemical science · 2022Article
- Revisiting the Electronic Structure of Cobalt Porphyrin Nitrene and Carbene Radicals with NEVPT2-CASSCF Calculations: Doublet versus Quartet Ground States.Inorganic chemistry · 2021Article
- Gold-catalysed asymmetric net addition of unactivated propargylic C-H bonds to tethered aldehydes.Nature catalysis · 2021Article
- On the application of 3d metals for C-H activation toward bioactive compounds: The key step for the synthesis of silver bullets.Beilstein journal of organic chemistry · 2021Review
- Iron-catalyzed α-C-H functionalization of π-bonds: cross-dehydrogenative coupling and mechanistic insights.Chemical science · 2020Article
- Efficient C-H Amination Catalysis Using Nickel-Dipyrrin Complexes.Journal of the American Chemical Society · 2020Article
- C-H Amination Mediated by Cobalt Organoazide Adducts and the Corresponding Cobalt Nitrenoid Intermediates.Journal of the American Chemical Society · 2020Article
- Intramolecular CspChemical science · 2020Article
- Modifying Positional Selectivity in C-H Functionalization Reactions with Nitrogen-Centered Radicals: Generalizable Approaches to 1,6-Hydrogen-Atom Transfer Processes.Synlett : accounts and rapid communications in synthetic organic chemistry · 2020Article
- Synthesis, characterization and C-H amination reactivity of nickel iminyl complexes.Chemical science · 2019Article
- Catalytic C-H Amination Mediated by Dipyrrin Cobalt Imidos.Journal of the American Chemical Society · 2019Article
- Rhodium(ii)-catalyzed C-H aminations usingChemical science · 2019Article
- Catalytic Radical Process for Enantioselective Amination of C(spAngewandte Chemie (International ed. in English) · 2018Article
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5 authors.
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Abstract
Highly chemoselective intramolecular amination of propargylic C(sp(3))-H bonds has been demonstrated for N-bishomopropargylic sulfamoyl azides through cobalt(II)-based metalloradical catalysis. Supported by D(2h)-symmetric amidoporphyrin ligand 3,5-Di(t)Bu-IbuPhyrin, the cobalt(II)-catalyzed C-H amination proceeds effectively under neutral and nonoxidative conditions without the need of any additives, and generates N2 as the only byproduct. The metalloradical amination is suitable for both secondary and tertiary propargylic C-H substrates with an unusually high degree of functional-group tolerance, thus providing a direct method for high-yielding synthesis of functionalized propargylamine derivatives.
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