5848-59-9

Upstream product

• 68-34-8 phenyl toluenesulfonamide 
• 5044-52-0 vinyltriphenylphosphonium bromide 
• 100-52-7 benzaldehyde 
• 1142-24-1 N-cinnamylbenzenamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 673-32-5 1-Phenylprop-1-yne 
• 104-54-1 3-Phenylpropenol 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 
• 62-53-3 aniline 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 1167445-42-2 C₂₈H₂₅NO₂SSe 
• 10174-54-6 4-phenyl-1-tosyl-1,2-dihydroquinoline 
• 132704-08-6 2-(Chloro-phenyl-methyl)-4-(toluene-4-sulfonyl)-3,4-dihydro-2H-benzo[1,4]thiazine 

Relevant academic research and scientific papers

Halogen Bond Catalyzed Bromocarbocyclization

A halogen bond catalyzed bromo-carbocyclization of N-cinnamyl sulfonamides and O-cinnamyl phenyl ethers has been developed. N-methyl 4-iodopyridinium triflate is used as the halogen-bonding organocatalyst and the reaction is highly chemoselective. This report represents the first proof-of-concept for halogen-bonding organocatalyst-promoted electrophilic halogenation. Mechanistic study suggests the autocatalytic nature of this reaction.

Palladium-catalyzed oxidative arylacetoxylation of alkenes: Synthesis of indole and indoline derivatives

A method for the oxidative arylacetoxylation of alkenes has been developed to synthesize indole and indoline derivatives from readily accessible substrates. The cinnamyl tethered anilines with picolinamide as a directing group provided 3-substituted indoles via intramolecular oxidative arylacetoxylation, and the 2-methyl substituted cinnamyl anilines furnished indoline derivatives with 3-position quaternary stereocenters in good to excellent yields via sequential intramolecular oxidative arylacetoxylation, hydrolysis and oxidation steps.

Allylic activation across an Ir-Sn heterobimetallic catalyst: Nucleophilic substitution and disproportionation of allylic alcohol

A nucleophilic substitution of allylic alcohols with carbon (arene, heteroarene, allyltrimethylsilane, and 1,3-dicarbonyl compound), sulfur (thiol), oxygen (alcohol), and nitrogen (sulfonamide) nucleophiles has been demonstrated using an in house developed [Ir(COD)(SnCl3)l(μ-Cl)]2 heterobimetallic catalyst in 1,2-dichloroethane to afford the corresponding allylic products in moderate to excellent yields. In 4-hydroxycoumarin, allylation occurs at the 3-position. The diaryl-substituted allylic alcohols undergo disproportionation in presence of the heterobimetallic catalyst to provide the corresponding alkenes and chalcones. An electrophilic mechanism is proposed from Hammett correlation study.

Allylation of 1-phenyl-1-propyne with N- and O-pronucleophiles using polymer supported triphenylphosphine palladium complex as a heterogeneous and recyclable catalyst

Simple methodology for the allylation of various N- and O-pronucleophiles with 1-phenyl-1-propyne as an allylating agent, using PS-TPP-Pd (polymer supported triphenylphosphine palladium) as a highly active heterogeneous recyclable catalyst has been developed. The protocol is applicable for a wide variety of hindered and functionalized aromatic amines, alcohols, and carboxylic acids. The catalyst exhibited remarkable catalytic activity for five consecutive recycles.