52720-03-3

Basic information

• Product Name: (R)-imino(methyl)(p-tolyl)-λ⁶-sulfanone
• Synonyms: (R)-imino(methyl)(p-tolyl)-λ⁶-sulfanone
• CAS NO: 52720-03-3
• Molecular Weight: 169.247
• Mol File: 52720-03-3.mol
• Article Data: 31

Chemical Properties

• CAS DataBase Reference: (R)-imino(methyl)(p-tolyl)-λ⁶-sulfanone(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-imino(methyl)(p-tolyl)-λ⁶-sulfanone(52720-03-3)
• EPA Substance Registry System: (R)-imino(methyl)(p-tolyl)-λ⁶-sulfanone(52720-03-3)

Safety Data

• Hazardous Substances Data: 52720-03-3(Hazardous Substances Data)

Upstream product

• 934-72-5 Methyl p-tolyl sulfoxide 
• 1519-39-7 (R)-methyl p-tolyl sulfoxide 
• 1466-88-2 2-nitrocinnamic aldehyde 
• 20414-85-1 S-methyl-S-(p-tolyl)sulfoximine 
• 1092386-12-3 (S)-N-[(S)-N-(p-toluenesulfonyl)-p-toluenesulfonimidoyl]-S-methyl-S-(p-tolyl)sulfoximine 
• 52720-00-0 C₁₉H₂₉NO₃S 
• 58044-92-1 S-methyl-S-(4-tolyl)sulfilimine 
• 106-45-6 para-thiocresol 
• 623-13-2 4-methylphenyl methylsulfide 
• 91146-71-3 N-phthalimido-S-methyl-S-(p-tolyl)sulfoximine 
• 24702-26-9 S-p-Tolyl-S-methyl-N-p-tosylsulfimid 
• 5056-07-5 (S)-methyl p-tolyl sulfoxide 

Downstream Products

• 35543-09-0 C₁₀H₁₄N₂O₂S 
• 36789-46-5 C₁₂H₁₅NO₄S 
• 36789-44-3 C₁₀H₁₁NO₄S 
• 36789-42-1 C₁₀H₁₃NO₃S 
• 1374007-20-1 N-(4-(tert-butyl)phenyl)-S-methyl-S-(4-methylphenyl)-sulfoximine 
• 1374007-19-8 (±)-Methyl(phenylimino)(p-tolyl)-λ⁶-sulfanone 
• 1377585-23-3 N-[2-acetoxy-6-methylbenzoyl]-S-methyl-S-4-(methyl)phenylsulfoximine 
• 1377585-53-9 N-[2-(methyl)-benzoyl]-S-methyl-S-4-(methyl)-phenyl sulfoximine 
• 1608153-07-6 N-(2-pyridinylphenyl)-S-methyl-S-(4-methylphenyl)sulfoximine 
• 20414-85-1 (R)-imino(methyl)(p-tolyl)-λ⁶-sulfanone 

Relevant articles and documents

Rhodium(iii)-catalyzed cascade C-H functionalization/annulation of sulfoximines with iodonium ylides for the synthesis of cyclohexanone-1,2-benzothiazines

A highly efficient Rh(iii)-catalyzed cascade C-H activation/annulation of sulfoximines with iodonium ylides under metal-oxidant-free conditions has been reported. The fused cyclohexanone-1,2-benzothiazine scaffold is readily achieved with a one-pot proces

Synthesis and Configurational Assignment of Vinyl Sulfoximines and Sulfonimidamides

Vinyl sulfones and sulfonamides are valued for their use as electrophilic warheads in covalent protein inhibitors. Conversely, the S(VI) aza-isosteres thereof, vinyl sulfoximines and sulfonimidamides, are far less studied and have yet to be applied to the field of protein bioconjugation. Herein, we report a range of different synthetic methodologies for constructing vinyl sulfoximine and vinyl sulfonimidamide architectures that allows access to new areas of electrophilic chemical space. We demonstrate how late-stage functionalization can be applied to these motifs to incorporate alkyne tags, generating fully functionalized probes for future chemical biology applications. Finally, we establish a workflow for determining the absolute configuration of enantioenriched vinyl sulfoximines and sulfonimidamides by comparing experimentally and computationally determined electronic circular dichroism spectra, enabling access to configurationally assigned enantiomeric pairs by separation.

Nickel-Catalyzed N-Arylation of NH-Sulfoximines with Aryl Halides via Paired Electrolysis

A novel strategy for the N-arylation of NH-sulfoximines has been developed by merging nickel catalysis and electrochemistry (in an undivided cell), thereby providing a practical method for the construction of sulfoximine derivatives. Paired electrolysis is employed in this protocol, so a sacrificial anode is not required. Owing to the mild reaction conditions, excellent functional group tolerance and yield are achieved. A preliminary mechanistic study indicates that the anodic oxidation of a NiII species is crucial to promote the reductive elimination of a C?N bond from the resulting NiIII species at room temperature.