343598-64-1

Basic information

• Product Name: Benzenesulfonamide, 4-methyl-N-[(2-methylphenyl)methylene]-
• CAS NO: 343598-64-1
• Molecular Formula: C15H15NO2S
• Molecular Weight: 273.356
• Mol File: 343598-64-1.mol
• Article Data: 35

Chemical Properties

• CAS DataBase Reference: Benzenesulfonamide, 4-methyl-N-[(2-methylphenyl)methylene]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonamide, 4-methyl-N-[(2-methylphenyl)methylene]-(343598-64-1)
• EPA Substance Registry System: Benzenesulfonamide, 4-methyl-N-[(2-methylphenyl)methylene]-(343598-64-1)

Safety Data

• Hazardous Substances Data: 343598-64-1(Hazardous Substances Data)

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 529-20-4 2-methylphenyl aldehyde 
• 95-47-6 o-xylene 
• 41085-71-6 bromamine T 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 4083-64-1 Tosyl isocyanate 
• 5469-00-1 2-(Diethoxymethyl)methylbenzene 
• 10311-74-7 2,2'-dimethyl-stilbene 
• 89-95-2 2-methyl-benzyl alcohol 

Downstream Products

• 370565-64-3 ethyl 2-diazo-3-(N-tosyl)amino-3-(2-methylphenyl)propanoate 
• 1228803-02-8 (R)-N-((2-hydroxynaphthalen-1-yl)(o-tolyl)methyl)-4-methylbenzenesulfonamide 
• 1111321-35-7 rac-N-(p-tolylsulfonyl)-2-(2-methylphenyl)aziridine 
• 1236009-85-0 N-(p-toluenesulfonyl)-2-(2-methylbenzyl)aziridine 
• 1526980-22-2 (S,E)-4-methyl-N-(3-phenyl-1-(o-tolyl)allyl)benzenesulfonamide 
• 1337986-33-0 4-methyl-N-(2-methylene-1-(o-tolyl)but-3-en-1-yl)benzenesulfonamide 
• 1337986-28-3 4-methyl-N-(1-(o-tolyl)penta-3,4-dien-1-yl)benzenesulfonamide 
• 1337986-24-9 4-methyl-N-(1-(o-tolyl)-2-((trimethylsilyl)methyl)buta-2,3-dien-1-yl)benzenesulfonamide 
• 1352644-72-4 4-methyl-N-(2-phenyl-1-o-tolylethyl)benzenesulfonamide 
• 1318193-18-8 (E)-2-(2-methylstyryl)quinoline 
• 1318606-56-2 4,4-dimethyl-3-((4S,5R)-2-thioxo-5-(o-tolyl)-1-tosylimidazolidine-4-carbonyl)oxazolidin-2-one 
• 1160052-52-7 methyl 2-[(diphenylmethylene)amino]-3-(4-methylphenylsulfonamide)-3-(o-methylphenyl)propanoate 
• 1266329-63-8 C₄₂H₇₁NO₇SSi₃ 

Relevant articles and documents

Palladium-Catalyzed Regioselective and Stereospecific Ring-Opening Suzuki-Miyaura Arylative Cross-Coupling of 2-Arylazetidines with Arylboronic Acids

We have developed a palladium-catalyzed regioselective and enantiospecific ring-opening Suzuki–Miyaura arylative cross-coupling of N-tosyl-2-arylazetidines to give enantioenriched 3,3-diarylpropylamines. This reaction represents an example of transition-metal-catalyzed ring-opening cross-coupling using azetidines as a non-classical alkyl electrophile. Density functional theory rationalized the mechanism of the full catalytic cycle, which consists of the selectivity-determining ring opening of the azetidine, reaction with water, rate-determining transmetalation, and reductive elimination. Transition states of the selectivity-determining ring-opening step were systematically determined by the multi-component artificial force induced reaction (MC-AFIR) method to explain the regioselectivity of the reaction. (Figure presented.).

Chiral-Directing-Group-Assisted Rhodium(III)-Catalyzed Asymmetric Addition of Inert Arene C?H Bond to Aldimines with Subsequent Intramolecular Cyclization

By using a chiral directing group, an asymmetric rhodium(III)-catalyzed C?H bond addition to aldimines followed by intramolecular cyclization to form chiral isoindolinones has been achieved (up to 68 % yield, up to 93 % ee). A three-component variant that resembles Mannich reaction was also realized (41 % yield, 83 % ee). Product elaborations and preliminary mechanistic studies were described.

Nickel(0)-Catalyzed Hydroalkenylation of Imines with Styrene and Its Derivatives

A nickel(0)-catalyzed hydroalkenylation of imines with styrene and its derivatives is described. A wide range of aromatic and aliphatic imines directly coupled with styrene and its derivatives, thus providing various synthetically useful allylic amines with up to 95 % yield. The reaction offers a new atom- and step-economical approach to allylic amines by using alkenes instead of alkenyl-metallic reagents. Experiments and DFT calculations showed that TsNH2 promotes the proton transfer from the coordinated olefin to the imine, accompanied by a new C?C bond formation.