6510-91-4Relevant academic research and scientific papers
Fenton-Inspired C-H Functionalization: Peroxide-Directed C-H Thioetherification
Groendyke, Brian J.,Modak, Atanu,Cook, Silas P.
, p. 13073 - 13091 (2019/10/10)
Substoichiometric iron mediates the thioetherification of unactivated aliphatic C-H bonds directed by resident silylperoxides. Upon exposure to a catalytic amount of iron(II) triflate, TIPS-protected peroxides bearing primary, secondary, and tertiary C-H sites undergo chemoselective thioetherification of remote C-H bonds with diaryl disulfides. The reaction demonstrates a broad substrate scope and functional group tolerance without the use of any noble metal additives. Mechanistic experiments suggest that the reaction proceeds through 1,5-H atom abstraction by a hydroxyl radical generated with iron.
Formation of cyclic sulfonium salts by Me3SiI-promoted intramolecular displacement of hydroxide or methoxide by sulfide. Ring contraction thiepane → thiolane
Cere, Vanda,Pollicino, Salvatore,Fava, Antonino
, p. 5989 - 5998 (2007/10/03)
A suitably positioned (1,2-, 1,4-, and 1,5-) intramolecular sulfide interferes with the iodotrimethylsilane-promoted iodine for hydroxyl substitution, as well as the related alcohol deprotection procedure (regioselective cleavage of methyl ethers). The ou
A FACILE SYNTHESIS OF SPIROKETALS
Brimble, Margaret A.,Officer, David L.,Williams Geoffrey M.
, p. 3609 - 3612 (2007/10/02)
A convenient synthetic approach to spiroketals based on the addition of α-sulfonylcarbanions to lactones is described.
Neighboring Group Participation in the Oxidation of Hydroxy Sulfides. Control of the Reaction Courses and Products
Ueno, Yoshio,Miyano, Tadaaki,Okawara, Makoto
, p. 3615 - 3618 (2007/10/02)
Oxidation of the hydroxy sulfides with hexabutyldistannoxane (HBD)-bromine system was studied in order to clarify neighboring group participation during the course of reaction.The oxidation products were found to be highly dependent on
