1227184-73-7

Basic information

• Product Name: rac-N-(p-tolylsulfonyl)-2-(2-chlorophenyl)aziridine
• Synonyms: rac-N-(p-tolylsulfonyl)-2-(2-chlorophenyl)aziridine
• CAS NO: 1227184-73-7
• Molecular Weight: 307.801
• Mol File: 1227184-73-7.mol

Chemical Properties

• CAS DataBase Reference: rac-N-(p-tolylsulfonyl)-2-(2-chlorophenyl)aziridine(CAS DataBase Reference)
• NIST Chemistry Reference: rac-N-(p-tolylsulfonyl)-2-(2-chlorophenyl)aziridine(1227184-73-7)
• EPA Substance Registry System: rac-N-(p-tolylsulfonyl)-2-(2-chlorophenyl)aziridine(1227184-73-7)

Safety Data

• Hazardous Substances Data: 1227184-73-7(Hazardous Substances Data)

Upstream product

• 2039-87-4 2-chlorostyrene 
• 127-65-1 chloroamine-T 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 98-59-9 p-toluenesulfonyl chloride 
• 1593-60-8 p-toluenesulfonylhydroxylamine 
• 7080-50-4 chloramine T trihydrate 
• 70-55-3 toluene-4-sulfonamide 

Relevant articles and documents

Intermolecular Alkene Aziridination: An Original and Efficient Cu I···CuI Dinuclear Catalyst Deriving from a Phospha-Amidinate Ligand

Mononuclear and dinuclear CuI complexes 1 and 2 derived from the phospha-amidinate ligands [tBu2P(NSiMe3) 2]- and [Ph2P(NSiMe3) 2]-, respectively, have been

Cycloaddition of α-Diazocarbonyl Compounds and N-Tosylaziridines: Synthesis of Polysubstituted 2 H-1,4-Oxazines through Synergetic Catalysis of AgOTf/Cu(OAc)2

An impressive and new [3 + 3]-cycloaddition of α-diazocarbonyl compounds with N-tosylaziridines via synergetic catalysis of AgOTf and Cu(OAc)2 has been well described, which offers efficient access to highly substituted 2H-1,4-oxazine derivatives. A variety of α-diazocarbonyl compounds and N-tosylaziridines were compatible substrates with convenient operations under mild reaction conditions.

Iron(ii)-catalyzed intermolecular aziridination of alkenes employing hydroxylamine derivatives as clean nitrene sources

The iron-catalyzed intermolecular aziridination of alkenes with hydroxylamine derivatives is described. Using simple iron(ii) sources and readily available ligands, the formal (2 + 1) cycloaddition process proved to be efficient on both styrenes and aliphatic alkenes, providing access to a wide range of aziridines. In these particularly sustainable reaction conditions, yields up to 89% could be obtained, with a catalyst loading which could be lowered to 5 mol% when the reaction was performed on large scale. Preliminary mechanistic studies suggest that both concerted and stepwise pathways are operating in this transformation. This journal is

Merging Photoredox/Nickel Catalysis for Cross-Electrophile Coupling of Aziridines with Pyridin-1-ium Salts via Dearomatization

Merging photoredox/nickel catalysis enabling the cross-electrophile coupling of aziridines with pyridin-1-ium salts involving dearomatization for the synthesis of β-(1,4-dihydropyridin-4-yl)-ethylamines, especially including bioactive motif-based analogue

Transition-Metal-Free Stereospecific Oxidative Annulative Coupling of Indolines with Aziridines

Tandem C-N bond formation for the oxidative annulation of indolines with aziridines is accomplished employing the combination of DDQ and NaOCl at ambient conditions. Optically active aziridine can be coupled with high enantiomeric purity (>99% ee). The substrate scope, stereocontrol with the enantioenriched substrate, and scale-up are the important practical advantages.

Metal-free cascade reactions of aziridines with arylalkynes and aryldiazoniums: Facile access to arylazopyrrolines

A novel and facile approach to synthesize arylazopyrroline scaffolds via metal-free cascade reactions of aziridines with arylalkynes and aryldiazoniums has been developed, providing access to a variety of 4-arylazo-2-pyrrolines in a highly concise fashion. This efficient process, which can be performed at the gram scale, enjoys operational simplicity and mild and metal-free conditions.

Oxidative Dehydrogenative [3+3] Annulation of Benzylhydrazines with Aziridines Leading to Tetrahydrotriazines

Oxidative dehydrogenative [3+3] annulation of benzylhydrazines with N-sulfonylaziridines is described. A series of complex tetrahydro-1,2,4-triazines were produced under mild reaction conditions.

Regiodivergent and Stereospecific Aziridine Opening by Copper-Catalyzed Addition of Silicon Grignard Reagents

A stereospecific ring opening of various 2-aryl-substituted aziridines with silicon Grignard reagents under copper catalysis is reported. The regiochemical outcome is governed by the steric demand of the silicon nucleophile. The LiCl introduced with the m

Stereospecific copper-catalyzed domino ring opening and sp3 C-H functionalization of activated aziridines with N-alkylanilines

Copper efficiently catalyzed nucleophilic ring opening, sp3 C-H functionalization, and C-N bond formation in the presence of tert-butyl hydroperoxide to afford functionalized imidazolidines starting from N-sulfonylaziridines and Nalkylanilines. The products were obtained in high optical purities (95 → 99% ee) with excellent functional group tolerance.

Diastereoselective and Enantiospecific Synthesis of 1,3-Diamines via 2-Azaallyl Anion Benzylic Ring-Opening of Aziridines

The 1,3-diamine motif appears in numerous complex molecules, yet there are few methods for the stereoselective construction of this moiety. Herein, we demonstrate a stereocontrolled synthesis of 1,3-diamines, which bear up to three contiguous stereogenic centers, through benzylic ring-opening of aziridines with 2-azaallyl anion nucleophiles. Reactions proceed efficiently (yield up to 95%), diastereoselectively (dr up to >20:1), site selectively, and enantiospecifically to deliver products with differentiated amino groups.