108200-49-3Relevant academic research and scientific papers
Development of an electrolytic system using solid-supported bases for in situ generation of a supporting electrolyte from methanol as a solvent
Tajima, Toshiki,Fuchigami, Toshio
, p. 2848 - 2849 (2005)
We have successfully developed a novel electrolytic system using solid-supported bases for in situ generation of a supporting electrolyte from methanol as a solvent. Anodic methoxylation of phenyl 2,2,2-trifluoroethyl sulfide using solid-supported bases w
ELECTROLYTIC TRANSFORMATION OF FUNCTIONAL GROUPS OF FLUOROORGANIC COMPOUNDS. I. ANODIC METHOXYLATION AND ACETOXYLATION OF TRIFLUOROETHYL SULFIDE
Fuchigami, Toshio,Nakagawa, Yuuki,Nonaka Tsutomu
, p. 3869 - 3872 (1986)
Anodic methoxylation and acetoxylation of phenyl trifluoroethyl sulfide were successfully performed to give the corresponding α-methoxy and α-acetoxy sulfides in good to excellent yields, respectively.These products were found to be useful building blocks
Development of a novel environmentally friendly electrolytic system by using recyclable solid-supported bases for in situ generation of a supporting electrolyte from methanol as a solvent: Application for Anodic methoxylation of organic compounds
Tajima, Toshiki,Fuchigami, Toshio
, p. 6192 - 6196 (2005)
We have successfully developed a novel environmentally friendly electrolytic system using recyclable solid-supported bases for in situ generation of a supporting electrolyte from methanol as a solvent. It was found that solid-supported bases are electrochemically inactive at an electrode surface. It was also found that solid-supported bases dissociate methanol into methoxide anions and protons. Therefore, in the presence of solid-supported bases, it was clarified that methanol serves as both a solvent and a supporting electrolyte generated in situ. Anodic methoxylation of various compounds with solid-supported bases was carried out to provide the corresponding methoxylated products in good to excellent yields with a few exceptions. The methoxylated products and the solid-supported bases were easily separated by only filtration, and the desired pure methoxylated products were readily isolated simply by concentration of the filtrates. The separated and recovered solid-supported bases were recyclable for several times.
Deprotonation in anodic methoxylation of fluoroethyl phenyl sulfides using site-isolated heterogeneous bases
Tajima, Toshiki,Kurihara, Hitoshi
body text, p. 5167 - 5169 (2009/03/11)
On the basis of the concept of site isolation in electrochemical reactions, we have successfully demonstrated acceleration of the deprotonation step in anodic methoxylation of fluoroethyl phenyl sulfides using silica gel supported bases. The Royal Society
Electrolytic Reactions of Fluoro Organic Compounds. 7. Anodic Methoxylation and Acetoxylation of 2,2,2-Trifluoroethyl Sulfides. Preparation of Highly Useful Trifluoromethylated Building Blocks
Fuchigami, Toshio,Yamamoto, Kayoko,Nakagawa, Yuki
, p. 137 - 142 (2007/10/02)
Anodic methoxylation and acetoxylation of 2,2,2-trifluoroethyl sulfides and the corresponding nonfluorinated sulfides were comparatively studied.It was found that a trifluoromethyl group remarkably promoted anodic substitution and methoxy and acetoxy groups were introduced adjacent to the trifluoromethyl group of the sulfides.Longer perfluoroalkyl groups also promoted these anodic substitutions.These products were shown to be highly useful building blocks fro the synthesis of fluoro organic compounds.
Electrolytic reactions of fluoro organic compounds. 8. Further study on anodic methoxylation and acetoxylation of aryl fluoroalkyl sulfides
Fuchigami, Toshio,Yamamoto, Kayoko,Konno, Akinori
, p. 625 - 634 (2007/10/02)
Anodic α-methoxylation and α-acetoxylation of substituted phenyl 2,2.2-trifluoroethyl sulfides and various fluoroalkyl phenyl sulfides were studied from both synthetic and mechanistic aspects. These anodic reactions were greatly affected by both substituent groups at the benzene ring and fluoroalkyl groups. Electron-donating substituents interfered with the reactions significantly. Strong electron-withdrawing perfluoroalkyl groups(CnFn+1: N = 1-3) remarkably promoted these anodic substitutions while difluoro- and monofluoromethyl groups showed much less substitution.
