50468-24-1

Upstream product

• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 4192-77-2 ethyl cinnamate 
• 103-36-6 ethyl 3-phenyl-2-propenoate 
• 121-39-1 ethyl 3-phenylglycidate 
• 98-59-9 p-toluenesulfonyl chloride 
• 127-65-1 chloroamine-T 

Downstream Products

• 97478-38-1 5-ethenyl-2-phenyl-1-tosyl-3-pyrroline 
• 101719-48-6 ethyl 3-(4-methylphenylsulfonamido)-3-phenylpropanoate 
• 97478-49-4 3-Phenyl-1-(toluene-4-sulfonyl)-aziridine-2-carbaldehyde 

Relevant academic research and scientific papers

Aziridination of Olefins

A process for aziridination of olefins using NaIO4/alkali metal bromide/H+/Chloramine-T combination in presence of dipolar aprotic solvent under ambient conditions to obtain aziridines is disclosed.

Copper(ii) complexes incorporating poly/perfluorinated alkoxyaluminate-type weakly coordinating anions: Syntheses, characterization and catalytic application in stereoselective olefin aziridination

The synthesis and characterization of a series of cationic copper(ii) complexes of the type [Cu(NCR)6][Al(OC(CF3) 2R′)4]2 (R = CH3, Ph; R′ = CF3, Ph, PhCH3), incorpora

Efficient ring opening reactions of N-tosyl aziridines with amines and water in presence of catalytic amount of cerium(IV) ammonium nitrate

While methyl- and benzylamines opened N-tosyl aziridines 1 very efficiently in acetonitrile with complete regio- and stereoselectivity to give the corresponding diamines 2 and 3, respectively, in excellent yields, similar openings with water could only be achieved in the presence of a catalytic amount of cerium(IV) ammonium nitrate under very mild conditions furnishing the amino alcohols 4.

Enantioselective aziridination using copper complexes of biaryl Schiff bases

Racemic 2,2′-diamino-6,6′-dimethylbiphenyl is resolved using simulated moving bed chromatography, and the absolute configuration of the enantiomers is confirmed via the X-ray crystal structure of a derivative. The diamine is condensed with a range of aldehydes to give bidentate aldimine proligands L. Molecular structures of the complexes formed between L and Cu(I) fall into two classes; bimetallic double helices ([Cu2L2]2+) and monometallic ([CuL]+). The latter are strikingly more efficient in the aziridination of alkenes than are the former in terms of rate, turnover, and enantioselection. In particular, the imine ligand formed from the diamine and 2,6-dichlorobenzaldehyde gives, in combination with Cu(I) or Cu(II), up to 99% ee in the aziridination of 6-acyl-2,2-dimethylchromene and 88-98% ee for a range of cinnamate esters. Styrenic and other alkenes are converted with lower selectivities (5-54%). The catalytic system shows a linear response in product ee to catalyst ee, and the product ee does not vary significantly during the reaction. UV spectrophotometric investigations indicate that conversion of Cu(I) to Cu(II) is not essential for catalysis but that Cu(II) is probably also a competent system.

Copper-Catalyzed Aziridination of Olefins by (N-(p-Toluenesulfonyl)imino)phenyliodinane

The Cu(I)- or Cu(II)-catalyzed aziridination of both electron-rich and electron-deficient olefins employing (N-(p-toluenesulfonyl)imino)phenyliodinane, PhI=NTs, as the nitrene precursor, affords N-tosylaziridines in yields ranging between 55percent - 95pe

Pd(0) PROMOTED TRANSFORMATION OF N-TOSYL-2-(1,3-BUTADIENYL)-AZIRIDINE INTO N-TOSYL-2-VINYL-3-PYRROLINE

1,3-Butadienylaziridines activated by N-tosyl group smoothly rearrange to vinylpyrrolidine derivates in the presence of a catalytic amount of Pd(PPh3)4.Transformation of dienylazetidines into vinylpiperidine derivatives is also described.