92507-80-7

Upstream product

• 100-66-3 methoxybenzene 
• 951-92-8 1-methoxyl-4-(phenylsulfinyl)benzene 
• 439289-30-2 N-phtalimido-S-(4-methoxyphenyl)-S-phenylsulfoximine 
• 873-55-2 sodium benzenesulfonate 

Downstream Products

• 69726-38-1 S-(4-Methoxyphenyl)-N-methyl-S-phenylsulfoximine 
• 951-92-8 1-methoxyl-4-(phenylsulfinyl)benzene 

Relevant academic research and scientific papers

Electrochemical Imination of Sulfoxides Using N-Aminophthalimide

(Equation Presented) A novel electrochemical sulfoxide imination process is described. Our approach starts with a highly selective nitrene transfer from N-aminophthalimide to a variety of sulfoxides. This oxidative treatment is followed by reductive N-N bond cleavage under the controlled current conditions, which leads to a range of parent NH sulfoximines. In addition to solving the challenging problem of removing the N-phthalimido group, the overall process avoids the use of toxic oxidants and metal additives.

NUCLEOPHILIC SUBSTITUTION AT TRICOORDINATE SULFUR. HYDROLYSIS OF N-DIARYLSULFONIODIMETHYLSULFOXIMINIUM SALT IN BASIC AQUEOUS ACETONITRILE

N-Diarylsulfoniodimethylsulfoximinium salts (Ar2S+-NS(O)Me2X-), prepared by treating diaryl sulfides with N-halodimethylsulfoximinies, were found to be hydrolyzed readily under alkaline conditions to form the corresponding diaryl sulfoxides and dimethylsulfoximine quantitatively.The reaction was found to proceed with inversion of configuration.The kinetic study of the reaction in aqueous acetonitrile was carried out and the reaction was found to follow the second-order rate equation, namely, first-order each in the sulfoniosulfoximinium salt and the base, respectively.Activation parameters, determined for the reaction with N-diphenylsulfoniodimethylsulfoximinium perchlorate were found to be ΔH = 12.2 Kcal*mol-1, ΔS = -17.0 eu.The rate constants of the hydrolyses for the ring-substituted derivatives gave a good correlation with the Hammett's ? constants and gave a ρ value of 3.08.This large ρ value suggests that the reaction involves the formation of the sulfurane intermediate at the rate-determining step of the reaction.

A FACILE CONVERSION OF SULFOXIMINES AND SULFONEDIIMINES TO SULFOXIDES AND SULFILIMINES WITH TERT-BUTYL NITRITE

N-Unsubstituted sulfoximines and N-mono-tosylsulfonediimines were found to react readily with tert-butyl nitrite to give the corresponding sulfoxides and N-tosylsulfilimines in high yields with no racemization.