351335-30-3

Upstream product

• 24395-14-0 (R)-2-phenyl-N-tosylaziridine 
• 100-47-0 benzonitrile 
• 100-42-5 styrene 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 24395-14-0 N-(p-tolylsulfonyl)-2-phenylaziridine 

Downstream Products

• 131548-81-7 2,4-diphenylimidazoline 

Relevant academic research and scientific papers

Copper(II) triflate promoted cycloaddition of α-alkyl or aryl substituted N-tosylaziridines with nitriles: a highly efficient synthesis of substituted imidazolines

Cu(OTf)2 or Zn(OTf)2 mediated [3+2] cycloaddition reactions of various α-alkyl or aryl substituted N-tosylaziridines with nitriles is described for the syntheses of substituted imidazolines. A mechanism for the cycloaddition is proposed to rationalize the formation of a nonracemic imidazoline from optically pure aziridine.

Sc(OTf)3-Catalyzed [3+2]-cycloaddition of aziridines with nitriles under solvent-free conditions

[3+2]-Cycloaddition of aziridines with various nitriles in the absence of organic solvent catalyzed by Sc(OTf)3 afforded the corresponding imidazolines in good to excellent yields under extremely mild reaction conditions.

Synthesis of substituted imidazolines via [3+2]-cycloaddition of aziridines with nitriles

An efficient synthesis of 2,4-disubstituted 1H-imidazolines from aziridines and nitriles in the presence of BF3-Et2O or triethyloxonium tetrafluoroborate has been described. The reaction proceeds via a [3+2]-cycloaddition reaction. Most of the nitriles successfully underwent cycloaddition reactions with aziridines even at room temperature in a very short time.

Imidazoline synthesis: Mechanistic investigations show that Fe catalysts promote a new multicomponent redox reaction

Multicomponent reactions are attracting strong interest because they contribute to develop more efficient synthetic chemistry. Understanding their mechanism at the molecular level is thus an important issue to optimize their operation. The development of

Synthesis of 2-imidazolines by co-grinding of N-tosylaziridines and nitriles

Solvent-free solid-state co-grinding of N-tosylaziridines and nitriles in the presence of perchloric acid as the catalyst affords 2-imidazolines in good yields.

Photoredox-Induced Functionalization of Alkenes for the Synthesis of Substituted Imidazolines and Oxazolidines

A one-pot, three-component cascade reaction combining photoredox catalyzed radical addition and formal [3 + 2] annulation was developed. With this approach, highly concise syntheses of imidazoline and oxazolidine derivatives have been achieved. The advantages of this transformation are good to excellent yields, mild reaction conditions, operational simplicity, and easy accessibility of raw materials.

Synthesis of substituted imid(thi)azolidines by [3+2] cycloaddition of aziridines with nitriles(isothiocyanates) via visible light photocatalysis

The [3+2] cycloaddition reaction of aziridines with nitriles (isothiocyanates) has been developed using visible light photocatalysis. Two types of five-membered heterocyclic compounds, imidazolidines and thiazolidines, were synthesized in mild conditions. An oxidative quenching cycle mechanism is probably involved.

Preparation of imidazolines from aziridines and nitriles via TfOH promoted Ritter process

An efficient preparation of imidazolines from nitriles and aziridines in the presence of TfOH via Ritter reaction is described. It indicates that different kinds of nitriles can undergo the process. Among the nitriles, pivalonitrile is proven to be better than acetonitrile. The reaction is performed at room temperature and the yields are excellent.

A new and efficient procedure for Bi(OTf)3-promoted [3+2] cycloaddition of N-tosylaziridines to yield imidazolines

[3+2] Cycloaddition of a series of substituted N-tosylaziridines with various nitriles promoted by Bi(OTf)3 is described for the synthesis of substituted imidazolines under mild reaction conditions. The procedure works well over a range of substrates to give the corresponding products in good to excellent yields (up to 99 %). Copyright

Heteropoly acid as efficient, cost-effective, and recyclable solid acid for the rapid synthesis of substituted imidazolines

Aziridines undergo smooth ring opening with a range of nitriles in the presence of 10 mol% of phosphomolybdic acid supported on silica gel (PMA-SiO2) under mild reaction conditions to afford the corresponding imidazolines in good yields and with high regioselectivity. The use of silica gel as solid support facilitates an easy recovery and reuse of the catalyst thereby making the process quite simple, more convenient, and cost-effective. Copyright