24702-37-2

Upstream product

• 3699-01-2 4-tolyl phenyl sulfide 
• 127-65-1 chloroamine-T 
• 36744-92-0 S-phenyl-S-(p-tolyl)sulfilimine 
• 591-51-5 phenyllithium 
• 91378-38-0 N-(N'-p-tolylsulfonyl)-p-toluenesulfinimidoylsulfoximine 
• 18522-92-4 sodium p-toluenesulfonamide 

Downstream Products

• 36744-92-0 S-phenyl-S-(p-tolyl)sulfilimine 
• 80816-38-2 C₂₀H₁₉NO₃S₂ 
• 42153-74-2 S-methyl-S-phenyl-N-(p-tolylsulfonyl)sulfoximide 
• 3699-01-2 4-tolyl phenyl sulfide 
• 4189-82-6 (4-methylphenyl)-diphenylsulfonium bromide 

Relevant academic research and scientific papers

THERMOLYSES AND REACTIONS WITH NUCLEOPHILES OF N-SULFUR-GROUP-SUBSTITUTED SULFOXIMINES

Thermolyses and reactions with nucleophiles of S,S-diphenylsulfoximines (1) bearing the following N-sulfur-substituents, i.e., N-p-tolylthio-(b), N-p-tolylsulfinyl-(c), N-(N'-p-tolylsulfonyl-p-toluenesulfinimidoyl)-(d), N-(S',S'-diphenylsulfonio)-(e), N-p-tolylsulfonyl-(f), and N-(N'-p-tolylsulfonyl-p-toluenesulfonimidoyl)-(g), have been examined.The former three sulfoximines (1b-d) are thermally unstable and readily decompose to form diphenyl sulfoxide and diphenyl sulfide by the initial cleavage of the S-N linkage in the original sulfoximines.The latter three sulfoximines (1e-g) fairly stable thermally. 1b-d were found to react with several nucleophiles to afford the corresponding sulfenylated, sulfinylated or sulfinimidoylated products together with N-unsubstituted sulfoximine(1a). 1e was found to react with potassium hydroxide/methanol or chloramine-T/N,N-dimethylformamide to afford diphenyl sulfoxide or S,S-diphenyl-(N-p-tolylsulphonyl)sulfilimine along with 1a in good yields.The latter two sulfoximines (1f,g) were found to be inert in the treatment with a few nucleophiles.S,S-Diphenyl-(N-p-tolylthio)-(1b), -(N-p-tolylsulfinyl)-(1c), -(N-p-toluenesulfinimidoyl)-(1d), and -N-(diphenylsulfonio)-(1e) sulfoximines are all new to sulfoximine chemistry and their chemical behavior and reactivity have not been explored.As a preliminary step, thermal decompositions and reactions of these sulfoximines with several nucleophiles have been examined.

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.