60586-53-0Relevant academic research and scientific papers
Direct α-acyloxylation of organic sulfides with the hypervalent (diacyloxyiodo)benzene/tetra-n-butylammonium bromide (TBAB) reagent combination
Zhu, Dan,Chang, Denghu,Gan, Shaoyan,Shi, Lei
, p. 27983 - 27987 (2016/04/04)
A novel metal-free approach to directly synthesize α-acyloxy sulfides from readily available alkyl sulfides utilizing the hypervalent (diacyloxyiodo)benzene and TBAB reagent combination is reported. This transformation is characterized by its broad substrate scope in moderate to excellent yields, convenient operating conditions and outstanding functional group tolerance.
Pummerer reaction of sulfoxides in acetic anhydride catalyzed by Al-MCM-41
Ito, Suguru,Kubota, Yoshihiro,Asami, Masatoshi
, p. 16 - 18 (2016/01/20)
The Pummerer reaction of acetic anhydride with both alkyl aryl sulfoxides and dialkyl sulfoxides was efficiently promoted by a mesoporous aluminosilicate Al-MCM-41 to afford the corresponding α-acetoxy sulfides in high yields. The catalyst was easily reco
Medium and Structure Effects on the Anodic Oxidation of Aryl Arylmethyl Sulfides
Baciocchi, Enrico,Rol, Cesare,Scamosci, Emanuela,Sebastiani, Giovanni V.
, p. 5498 - 5502 (2007/10/02)
The anodic oxidation of a number of XC6H4CH2SC6H4Y has been investigated under a variety of conditions (AcOH/AcO(1-), AcOH/NO3(1-), AcOH/ClO4(1-), CH3CN/ClO4(1-) and the relative weight of the various reaction paths available to the intermediate radical cation (Cα-H deprotonation, C-S bond cleavage, attack on sulfur) evaluated via product analysis.It has been observed that in AcOH/AcO(1-) (presence of a strong base) the main reaction is Cα-H deprotonation, which is also favored when X is an electron-withdrawing substituent and depressed by electron-donating Y.The C-S bond cleavage reaction is particularly important in CH3CN/ClO4(1- ); its relative contribution is enhanced by an electron-donating X, which makes the benzyl carbocation more stable.The pathway leading to sulfoxides is favored in AcOH/NO3(1-) and, to a lesser extent, in AcOH/ClO4(1-).Formation of sulfoxide is also favored when Y is an electron-donating group.
COPPER INDUCED SOLVOLYSIS OF SULFUR COMPOUNDS
Uguen, D.
, p. 541 - 542 (2007/10/02)
The displacement of a phenylthio group by an acetate ion some allylic or α-alcoxy sulfides and thioacetals was cleanly performed by treating them with a mixture of copper powder and cupric acetate in acetic acid.
