166941-18-0

Upstream product

• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 103-26-4 Methyl cinnamate 
• 103-26-4 methyl cinnamate 
• 70-55-3 toluene-4-sulfonamide 
• 127-65-1 chloroamine-T 

Relevant academic research and scientific papers

An unusual copper catalyzed iodine mediated aziridination of olefins with the direct use of p-toluenesulphonamide

p-Toluenesulphonamide/I2 was found to be an efficient system for the copper catalyzed aziridination of olefins in good yields under very mild conditions.

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.

Copper-Catalyzed Aziridination with Redox-Active Ligands: Molecular Spin Catalysis

Small-molecule catalysts as mimics of biological systems illustrate the chemists’ attempts at emulating the tantalizing abilities displayed by nature's metalloenzymes. Among these innate behaviors, spin multistate reactivity is used by biological systems as it offers thermodynamic leverage towards challenging chemical reactivity but this concept is difficult to translate into the realm of synthetic organometallic catalysis. Here, we report a rare example of molecular spin catalysis involving multistate reactivity in a small-molecule biomimetic copper catalyst applied to aziridination. This behavior is supported by spin state flexibility enabled by the redox-active ligand.

Synthesis of indolines: Via a palladium/norbornene-catalyzed reaction of aziridines with aryl iodides

A Pd- and norbornene-catalyzed domino procedure has been developed to synthesize indoline compounds. This reaction provides efficient access to indolines by employing aryl iodides with aziridines as new electrophiles. The transformation is scalable and tolerates a range of functional groups.

Regioselective Ring-Opening Nucleophilic Addition of Aziridines through Photoredox Catalyst

A mild and efficient procedure was developed for the regioselective ring-opening nucleophilic addition reactions of aziridines via visible light photoredox catalysis, that provides a practical synthetic access to 1,2-bifunctional compounds. Furthermore, the regioselective synthesis of non-racemic amino ethers from chiral aziridine could also be achieved under mild conditions. Finally, a possible reaction mechanism was proposed and further supported by control experiments.

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.

A thiacalix[3]pyridine copper(I) complex as a highly active catalyst for the olefin aziridination reaction

A copper(I) complex with thiacalix[3]pyridine, [Cu-(Py3S 3)]2(PF6)2, is a competent catalyst for aziridination of olefins. The reaction of styrene (1 equiv) with PhI=NTs (1 equiv) at 20°C produced N-(p-toluenesulfonyl)-2-phenylaziridine (71%, turnover number = 55) in the presence of 1.2 mol% catalyst under aerobic conditions. The turnover number increased up to 350 with a 0.12 mol % catalyst and a 5:1 styrene/PhI=NTs ratio in 41% yield. Copyright

An efficient transition metal-free aziridination of alkenes with Chloramine-T using aqueous H2O2/HBr

The combination of aqueous H2O2 and HBr was found to be an efficient transition metal-free green catalytic system for the aziridination of a variety of alkenes under very mild reaction conditions.

Catalytic heterogeneous aziridination of alkenes using microporous materials

Copper-exchanged zeolite Y is a highly active catalyst for the aziridination of alkenes; modification using bis(oxazo-lines) leads to preparation of the first heterogeneous enantioselective aziridination catalyst.