ArticleACS catalysis2021
Site-Selective Silver-Catalyzed C-H Bond Deuteration of Five-Membered Aromatic Heterocycles and Pharmaceuticals.
Article in ACS catalysis, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Review on advances in small molecule inhibitors on the treatment of inflammatory bowel disease.Molecular biology reports · 2026Review
- Fluconazole Analogs and Derivatives: An Overview of Synthesis, Chemical Transformations, and Biological Activity.Molecules (Basel, Switzerland) · 2024Review
- Electrochemical C-H deuteration of pyridine derivatives with DNature communications · 2024Article
- Applications of Transition Metal-CatalyzedChemical reviews · 2024Review
- Chemical Catalysis Guides Structural Identification for the MajorACS medicinal chemistry letters · 2024Article
- Opening a Pandora's Flask on a Prototype Catalytic Direct Arylation Reaction of Pentafluorobenzene: The AgOrganometallics · 2023Article
- Programmable Deuteration of Indoles via Reverse Deuterium Exchange.The Journal of organic chemistry · 2023Article
- Catalytic enantioselective alkenylation-heteroarylation of olefins: stereoselective syntheses of 5-7 membered azacycles and oxacycles.Chemical science · 2023Article
- Rational ligand modification maximizes turnover rate in a model Pd-catalyzed C-H arylation.iScience · 2023Article
- Iron-catalysed alkene and heteroarene H/D exchange by reversible protonation of iron-hydride intermediates.Chemical science · 2022Article
- C(spACS catalysis · 2022Article
- Iridium-catalyzed α-selective deuteration of alcohols.Chemical science · 2022Article
- Manganese-Catalysed Deuterium Labelling of Anilines and Electron-Rich (Hetero)Arenes.Angewandte Chemie (International ed. in English) · 2022Article
- Palladium-Catalyzed Nondirected Late-Stage C-H Deuteration of Arenes.Journal of the American Chemical Society · 2021Article
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Authors and funding
2 authors.
Funding
Abstract
Catalytic methods for the direct introduction of hydrogen isotopes into organic molecules are essential to the development of improved pharmaceuticals and to the alteration of their absorption, distribution, metabolism, and excretion (ADME) properties. However, the development of homogeneous catalysts for selective incorporation of isotopes in the absence of directing groups under practical conditions remains a long-standing challenge. Here, we show that a phosphine-ligated, silver-carbonate complex catalyzes the site-selective deuteration of C-H bonds in five-membered aromatic heterocycles and active pharmaceutical ingredients that have been resistant to catalytic H/D exchange. The reactions occur with CH
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