40669-05-4Relevant academic research and scientific papers
Electrochemical synthesis of methyl sulfoxides from thiophenols/thiols and dimethyl sulfoxide
Du, Ke-Si,Huang, Jing-Mei
supporting information, p. 1405 - 1411 (2018/03/27)
A new route for a one-pot synthesis of methyl sulfoxides from thiophenols/thiols and dimethyl sulfoxide using an electrochemical technique was developed. This protocol proceeded smoothly by employing electrons and hydrogen peroxide as clean oxidants, and a wide range of aromatic and aliphatic sulfoxides were synthesized in moderate to good yields.
Regioselective C-H Sulfanylation of Aryl Sulfoxides by Means of Pummerer-Type Activation
Kawashima, Hitomi,Yanagi, Tomoyuki,Wu, Chien-Chi,Nogi, Keisuke,Yorimitsu, Hideki
supporting information, p. 4552 - 4555 (2017/09/11)
A regioselective C-H sulfanylation of aryl sulfoxides with alkyl aryl sulfides in the presence of acid anhydride was developed, which resulted in the formation of 1,4-disulfanylarenes after dealkylation of initially formed sulfonium salts. The reaction began with Pummerer-type activation of aryl sulfoxides followed by nucleophilic attack of alkyl aryl sulfides. The nucleophilic attack occurred exclusively at the para positions, or at specific positions in case the para position was not available, under perfect control by the dominating sulfoxide directors regardless of any other substituents. The initially formed aryl sulfonium salts were isolable and usefully served as aryl halide surrogates for palladium-catalyzed arylation with sodium tetraarylborates.
Highly enantioselective oxidation of sulfides to sulfoxides by a new oxaziridinium salt
Del Rio,Wang,Achab,Bohe
, p. 2265 - 2268 (2008/02/04)
The new oxaziridinium salt 5 (R2 = TBDPS) is an effective reagent for the highly enantioselective oxidation of sulfides to sulfoxides with up to >99% ee and good yields. As such, it represents a new valuable nonmetallic alternative to the existing methods for asymmetric sulfoxidation.
