1504589-22-3Relevant academic research and scientific papers
Palladium-catalyzed synthesis of ammonium sulfinates from aryl halides and a sulfur dioxide surrogate: A gas-and reductant-free process
Emmett, Edward J.,Hayter, Barry R.,Willis, Michael C.
, p. 10204 - 10208 (2014)
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.
Synthesis of sulfones from organozinc reagents, DABSO, and alkyl halides
Rocke, Benjamin N.,Bahnck, Kevin B.,Herr, Michael,Lavergne, Sophie,Mascitti, Vincent,Perreault, Christian,Polivkova, Jana,Shavnya, Andrei
supporting information, p. 154 - 157 (2014/01/23)
Organozinc reagents react with the SO2 surrogate DABSO, and the resulting zinc sulfinate salts are alkylated in situ to afford sulfones. This transformation has a broad scope and is compatible with a wide range of structural motifs of medicinal
