1429656-35-8

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 2039-88-5 2-bromostyrene 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 124-41-4 sodium methylate 
• 30765-95-8 N-p-toluenesulfonyl-2-vinylaniline 
• 67-56-1 methanol 
• 1429656-25-6 N-(2-(2-bromophenyl)-2-methoxyethyl)-4-methylbenzenesulfonamide 
• 200803-17-4 rac-2-(2-bromophenyl)-1-tosylaziridine 

Relevant academic research and scientific papers

Double Functionalization of Styrenes by Cu-Mediated Assisted Tandem Catalysis

The double functionalization of styrenes through Cu-mediated assisted tandem catalysis was developed. The reaction was initiated by Cu-catalyzed aziridination and the subsequent nucleophilic ring-opening, which was triggered by the addition of (NH4)2S2O8 as an oxidant of Cu-catalyst to form a variety of C–C and C–X bonds. The expansion to three contiguous catalytic cycles led to the synthesis of functionalized indolines by one-pot operation.

Electrochemically catalyzed amino-oxygenation of styrenes: N-Bu4NI induced C-N followed by a C-O bond formation cascade for the synthesis of indolines

Efficient electrochemical amino-oxygenation of styrenes has been developed for the synthesis of 3-methoxyindolines and 3-ethoxyindoline, using a simple beaker-type undivided cell with n-Bu4NI serving as a redox catalyst under constant current electrolysis (CCE) conditions. The chemistry proceeds in a paired electrolysis mode, avoiding the utilization of external oxidants and bases and therefore represents an environmentally benign means. The process also works in the absence of an additional conducting salt. Gram-scale reaction further demonstrates the practicability of the protocol. Proton NMR spectroscopy was used to demonstrate that the amino-oxygenation of N-(2-vinylphenyl)sulfonamides likely involves the initial iodoamination of the alkene, followed by nucleophilic substitution of the methoxide/ethoxide generated at the cathode.

Synthetic route to chiral indolines via ring-opening/C-N cyclization of activated 2-haloarylaziridines

A practical approach for the synthesis of 3-substituted indolines via regio- and stereoselective SN2-type ring-opening of 2-(2-halophenyl)-N-tosylaziridines with heteroatomic nucleophiles (O, N, and S) followed by palladium-catalyzed intramolecular C-N cyclization is reported in excellent yields (up to >99%) and enantiomeric excess (ee 99%).