Palladium-catalyzed synthesis of ammonium sulfinates from aryl halides and a sulfur dioxide surrogate: a gas- and reductant-free process
| Autor: | Barry R. Hayter, Michael C. Willis, Edward J. Emmett |
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| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
inorganic chemicals
arenes chemistry.chemical_element Sulfinic acid Catalysis alcohols chemistry.chemical_compound sulfonamides Organometallic Compounds Organic chemistry Sulfur Dioxide Triethylamine Sulfur dioxide Sulfonyl chemistry.chemical_classification Molecular Structure Hydrocarbons Halogenated Aryl General Medicine General Chemistry palladium Sulfinic Acids Communications Sulfonamide Quaternary Ammonium Compounds chemistry synthetic methods Palladium |
| Zdroj: | Angewandte Chemie (International Ed. in English) |
| Popis: | Sulfonyl-derived functional groups populate a broad range of useful molecules and materials, and despite a variety of preparative methods being available, processes which introduce the most basic sulfonyl building block, sulfur dioxide, using catalytic methods, are rare. Described herein is a simple reaction system consisting of the sulfur dioxide surrogate DABSO, triethylamine, and a palladium(0) catalyst for effective convertion of a broad range of aryl and heteroaryl halides into the corresponding ammonium sulfinates. Key features of this gas- and reductant-free reaction include the low loadings of palladium (1 mol %) and ligand (1.5 mol %) which can be employed, and the use of isopropyl alcohol as both a solvent and formal reductant. The ammonium sulfinate products are converted in situ into a variety of sulfonyl-containing functional groups, including sulfones, sulfonyl chlorides, and sulfonamides. |
| Databáze: | OpenAIRE |
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