167280-05-9

Upstream product

• 97273-03-5 2-Cyclohexyl-3-phenyl-1,2-thiazetidin-1,1-dioxid 
• 74-88-4 methyl iodide 

Downstream Products

• 6330-39-8 bis-(propane-2-sulfonyl)-methane 
• 2211-66-7 N-phenyl(methylidene)cyclohexanamine 
• 208395-41-9 2-Cyclohexyl-3-phenyl-4,4-bis-trimethylsilanyl-[1,2]thiazetidine 1,1-dioxide 
• 176696-63-2 (E)-2-Phenyl-1-trimethylsilanyl-ethenesulfonic acid cyclohexylamide 
• 97273-03-5 2-Cyclohexyl-3-phenyl-1,2-thiazetidin-1,1-dioxid 
• 13719-46-5 (E)-N-cyclohexyl-2-phenylethenesulfonamide 
• 4238-09-9 phenyl isopropyl sulfone 
• 3805-10-5 2,2-(dimethyl)-2-phenylacetaldehyde 

Relevant academic research and scientific papers

Reactions of 1,2-thiazetidine 1,1-dioxides with organometallics: β- elimination and N-S bond cleavage

Reactions of 4-nonsubstituted β-sultams 1 with methyllithium gave only (E)-vinylsulfonamides 2, whereas 2-aminoethyl sulfones 3 were obtained as minor products by use of methylmagnesium bromide. Reactions of 4- monosubstituted β-sultams 6 with organolithiums gave (E)-vinylsulfonamides 7 stereoselectively regardless of the configuration of 3- and 4-substituents. Treatment of 4,4-dimethyl-β-sultam 8a with methylmagnesium bromide and methyllithium provided 2-aminoethyl sulfone 9 and bis-sulfone 10, respectively, and isopropyl phenyl sulfone 11 was obtained by use of phenyllithium or phenylmagnesium bromide.

Selective C-S bond cleavage of 3-aryl-β-sultams with EtAlCl2

Selective C-S bond cleavage of β-sultam ring was achieved by the reactions of 3-aryl-β-sultams 1 with EtAlCl2. Aryl ketones 2 or aldehyde 3 were provided via processes of the C-S bond cleavage, 1,2-aryl shift and imine formation. These reactions were influenced by the cation stabilizing capability of C-4 substituents and by the configuration of the substituents at C-3 and C-4.