title: Ruthenium(II)-catalyzed oxidative C-H alkenylations of sulfonic acids, sulfonyl chlorides and sulfonamides.
abstract: Twofold C-H functionalization of aromatic sulfonic acids was achieved with an in situ generated ruthenium(II) catalyst. The optimized cross-dehydrogenative alkenylation protocol proved applicable to differently substituted arenes and a variety of alkenes, including vinyl arenes, sulfones, nitriles and ketones. The robustness of the ruthenium(II) catalyst was demonstrated by the chemoselective oxidative olefination of sulfonamides as well as sulfonyl chlorides. Mechanistic studies provided support for a reversible, acetate-assisted C-H ruthenation, along with a subsequent olefin insertion.
authors.affiliation: Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammannstraße 2, 37077 Göttingen (Germany).
authors.forename: Wenbo
authors.initials: W
authors.lastname: Ma
authors.forename: Ruhuai
authors.initials: R
authors.lastname: Mei
authors.forename: Giammarco
authors.initials: G
authors.lastname: Tenti
authors.forename: Lutz
authors.initials: L
authors.lastname: Ackermann
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D010084:Oxidation-Reduction; D012428:Ruthenium / Q000737:chemistry*; D013441:Sulfinic Acids / Q000737:chemistry*; D013449:Sulfonamides / Q000737:chemistry*; D013451:Sulfonic Acids / Q000737:chemistry*
chemical_list: D000475:Alkenes; D013441:Sulfinic Acids; D013449:Sulfonamides; D013451:Sulfonic Acids; C044255:sulfonyl chloride; D012428:Ruthenium
keywords: CH activation; alkenes; reaction mechanism; ruthenium; sulfonic acids