27691-43-6Relevant articles and documents
Synthesis of sulfonimide-based branched arylsulfonyl chlorides
Rozhkov, Vladimir V.,Kolotylo, Mykola V.,Onys'Ko, Petro P.,Lukin, Oleg
, p. 308 - 309 (2016)
A four-step synthesis of two branched arylsulfonyl chlorides bearing a sulfonimide branching point is described. The protocol consists of the nucleophilic substitution of a nitro group or a halogen in the corresponding nitro aromatic compounds with benzyl mercaptide and reduction of the remaining nitro group to the amino group. The latter was persulfonylated with 4-toluene sulfonyl chloride and, finally, the benzylsulfide group was converted into a sulfonyl chloride moiety.
Xanthates as Thiol Surrogates for Nucleophilic Substitution with Aryl Halides
Sokolov, Anatolii I.,Mikhaylov, Andrey A.,Baleeva, Nadezhda S.,Baranov, Mikhail S.
, p. 4350 - 4357 (2021/08/24)
We herein report an unprecedented xanthate-based protocol for the preparation of aryl-alkyl thioethers. Heating xanthates with aryl halides and namely cesium carbonate in methanol provides the target thioethers in generally good yields within short reaction times. This method allows one to avoid contact with odorous thiols and also to introduce substituents of which the corresponding thiols are virtually unavailable or inconvenient in use.
Mono- And Dinuclear α-Diimine Nickel(II) and Palladium(II) Complexes in C-S Cross-Coupling
Talukder, Md Muktadir,Miller, Justin T.,Cue, John Michael O.,Udamulle, Chinthaka M.,Bhadran, Abhi,Biewer, Michael C.,Stefan, Mihaela C.
, p. 83 - 94 (2021/01/14)
The usefulness of transition metal catalytic systems in C-S cross-coupling reactions is significantly reduced by air and moisture sensitivity, as well as harsh reaction conditions. Herein, we report four highly air- and moisture-stable well-defined mononuclear and bridged dinuclear α-diimine Ni(II) and Pd(II) complexes for C-S cross-coupling. Various ligand frameworks, including acenaphthene- and iminopyridine-based ligands, were employed, and the resulting steric properties of the catalysts were evaluated and correlated with reaction outcomes. Under aerobic conditions and low temperatures, both Ni and Pd systems exhibited broader substrate scope and functional group tolerance than previously reported catalysts. Over 40 compounds were synthesized from thiols containing alkyl, benzyl, and heteroaryl groups. Also, pharmaceutically active heteroaryl moieties are incorporated from thiol and halide sources. Notably, the bridged dinuclear five-coordinate Ni complex has outperformed the remaining three mono four- or six-coordinate complexes by giving almost quantitative yields across a broad substrate scope.
