125486-82-0

Basic information

• Product Name: 4,5-dimethyl-2-phenyl-1-tosyl-1,2,3,6-tetrahydropyridine
• Synonyms: 4,5-dimethyl-2-phenyl-1-tosyl-1,2,3,6-tetrahydropyridine
• CAS NO: 125486-82-0
• Molecular Weight: 341.474
• Mol File: 125486-82-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4,5-dimethyl-2-phenyl-1-tosyl-1,2,3,6-tetrahydropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-dimethyl-2-phenyl-1-tosyl-1,2,3,6-tetrahydropyridine(125486-82-0)
• EPA Substance Registry System: 4,5-dimethyl-2-phenyl-1-tosyl-1,2,3,6-tetrahydropyridine(125486-82-0)

Safety Data

• Hazardous Substances Data: 125486-82-0(Hazardous Substances Data)

Upstream product

• 4104-47-6 N-sulfinyl-p-toluenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 513-81-5 2,3-dimethyl-buta-1,3-diene 
• 100-52-7 benzaldehyde 
• 163926-83-8 4-Methyl-N-[2-phenyl-1λ⁴-naphtho[1,8-de][1,3]dithiin-(1E)-ylidene]-benzenesulfonamide 
• 51608-60-7 phenyl N-tosyl imine 

Relevant articles and documents

FeCl3 as an Ion-Pairing Lewis Acid Catalyst. Formation of Highly Lewis Acidic FeCl2+ and Thermodynamically Stable FeCl4- to Catalyze the Aza-Diels-Alder Reaction with High Turnover Frequency

The aza-Diels-Alder reaction of nonactivated dienes and imines was realized through the action of the ion-paired Lewis acid catalyst [FeCl2]+[FeCl4]- generated by the in situ disproportionation of FeCl3. The uniquely high reactivity of [FeCl2]+[FeCl4]- was attributed to both the highly Lewis acidic FeCl2+ and thermodynamically stable FeCl4- acting as an ion-paired catalyst. Synchrotron-based X-ray absorption fine structure measurements provided fundamental insights into the disproportionation and structure of the resulting ion-paired iron complex. A theoretical study was performed to analyze the catalytic reaction and better understand the "ion-pairing effect" which transforms simple FeCl3 into a high turnover frequency Lewis acid catalyst in the aza-Diels-Alder reaction of nonactivated dienes and imines.

Carbocations as Lewis acid catalysts: Reactivity and scope

One class of potential Lewis acids that has received negligible attention as a catalyst is the carbocation. Here we show the potential of triarylmethylium ions as highly powerful Lewis acid catalysts for organic reactions. The Lewis acidity of the triarylmethylium ion can be easily tuned by variation of the electronic properties of the aromatic rings and the catalytic activity of the carbocation is shown to correlate directly to the level of stabilization of the empty pC-orbital at the cationic carbon. The versatility of triarylmethylium ions as efficient Lewis acid catalysts for organic reactions is demonstrated in Diels-Alder, aza-Diels-Alder, conjugate addition, halogenation, epoxide rearrangement and intramolecular hetro-ene reactions.

One-Pot Diels-Alder Reaction of N-p-Tosylaldimines Generated by BF3-Et2O Catalyzed Transformation of Naphthodithiin-1-N-p-tosylsulfilimines

Naphthodithiin-1-N-p-tosylsulfilimines (4) were prepared by the reaction of naphthodithiin with chloramine-T.Treatment of 4 with dienes in the presence of BF3-Et2O afforded the imino Dields-Alder products via N-p-tosylaldimines produced in