4164-24-3

Usage

Structure

Five-membered heterocyclic compound containing a nitrogen atom

Classification

Aziridine

Usage in organic synthesis

Building block for various biologically active compounds

Usage in pharmaceutical research

Development of catalysts for organic reactions

Potential as anticancer agent

Ability to induce apoptosis in cancer cells

Reactivity

Highly reactive

Toxicity

Potentially toxic

Handling precautions

Handle with caution

Upstream product

• 75326-15-7 (2-bromo-1-phenylethyl)dimethylsulphonium bromide 
• 75-04-7 ethylamine 
• 100-42-5 styrene 
• 50450-21-0 dimethylbromosulphonium bromide 
• 71985-66-5 (2R,3S)-2-Benzenesulfonyl-2-bromo-1-ethyl-3-phenyl-aziridine 
• 65211-16-7 (2S,3S)-2-Benzenesulfonyl-1-ethyl-3-phenyl-aziridine 
• 24417-03-6 1-benzyl-2-methylaziridine 

Downstream Products

• 69681-82-9 N-Ethyl-2-fluoro-2-phenylethylamine 
• 1361410-60-7 C₂₀H₂₆N₂ 
• 1032817-99-4 3-ethyl-5-phenyl-2-oxoazolidinone 
• 4427-92-3 4-Phenyl-1,3-dioxolan-2-one 
• 1032818-09-9 1,4-diethyl-2,3-diphenyl-piperazine 
• 1032818-08-8 1,4-diethyl-2,5-diphenyl-piperazine 
• 1067194-00-6 3-ethyl-4-phenyl-2-oxoazolidinone 
• 1247948-62-4 3-ethyl-5-phenylthiazolidine-2-thione 
• 68277-67-8 1-Ethyl-1-(2-hydroxy-2-phenyl-ethyl)-3-phenyl-urea 

Relevant academic research and scientific papers

Synthesis of γ-Lactams by Formal Cycloadditions with Ketenes

The synthesis of γ-lactams is reported by a formal (3+2) cycloaddition between readily available ketenes and aziridines or a one-pot formal (2+1+2) cycloaddition using imines as aziridine precursors. The method is practical, is scalable, and affords high yields. It also offers a high level of regio- and diastereoselectivity on a wide range of substrates as well as a high stereoselectivity in the case of enantiopure aziridines.

Efficient Cycloaddition of CO2and Aziridines Activated by a Quadruple-Interpenetrated Indium-Organic Framework as a Recyclable Catalyst

On the basis of the global warming effect, it is of great significance to convert CO2 into the high value-added products oxazolidinones, but investigations on main-group-based metal-organic frameworks (MOFs) as heterogeneous catalysts still have not been

Diethylammonium iodide as catalyst for the metal-free synthesis of 5-aryl-2-oxazolidinones from aziridines and carbon dioxide

The catalytic potential of ammonium halide salts was explored in the coupling reaction of a model aziridine with carbon dioxide, highlighting the superior activity of [NH2Et2]I. Then, working at room temperature, atmospheric CO2 pressure and in the absenc

An uncommon multicentered ZnI-ZnIbond-based MOF for CO2fixation with aziridines/epoxides

A novel cluster-based MOF with uncommon multicentered ZnI-ZnIbonds {[K1.2Na2.8ZnI8(HL)12]·4H2O}n(HL = tetrazole monoanion) (1) was synthesized, which showed higher stability than the reported ZnI-ZnIbonded compounds. Moreover,1can effectively and circularly catalyze the cyclization of CO2and aziridines or epoxides with five substituent groups. Importantly, this is the first time that the catalytic properties of MOFs with multicentered metal-metal bonded clusters as the catalyst have been studied.

Two Stable Heterometal-MOFs as Highly Efficient and Recyclable Catalysts in the CO2 Coupling Reaction with Aziridines

Two stable heterometal-organic frameworks, {Na[LnCo(DATP)2(Ac)(H2O)](NO3)?DMA?11 H2O}n (Ln=Er(1) and Yb(2)), have been prepared with H2DATP (4′-(3,5-dicarboxyphenyl)-2,2′:6′,2′′′-terpyridin

Cycloaddition of Aziridine with CO2/CS2 Catalyzed by Amidato Divalent Lanthanide Complexes

This is the first time that the amidato lanthanide amides ({LnLn[N(SiMe3)2]THF}2 (n = 1, Ln = Eu (1); n = 2, Ln = Eu (3), Yb (4); HL1 = tBuC6H4CONHC6H3(iPr)2; HL2 = C6H5CONHC6H3(iPr)2) and {L3Eu[N(SiMe3)2]THF}{L32Eu(THF)2} (2) (HL3 = ClC6H4CONHC6H3(iPr)2)) were applied in the cycloaddition reactions of aziridines with carbon dioxide (CO2) or carbon disulfide (CS2) under mild conditions. The corresponding oxazolidinones and thiazolidine-2-thiones were obtained in good to excellent yields with good functional group tolerance.

A multifunctional MOF as a recyclable catalyst for the fixation of CO2 with aziridines or epoxides and as a luminescent probe of Cr(VI)

A multifunctional metal-organic framework (1) containing 24-nuclear zinc nanocages shows high solvent- and pH-stability. Compound 1 can be employed as a catalyst for the conversion of CO2 with aziridines or epoxides, which can be reused at leas

Equimolar CO2 capture by N-substituted amino acid salts and subsequent conversion

Steric bulk controls CO2 absorption: N-substituted amino acid salts in poly(ethylene glycol) reversibly absorb CO2 in nearly 1:1 stoichiometry. Carbamic acid is thought to be the absorbed form of CO 2; this was supported by NMR and in situ IR spectroscopy, and DFT calculations. The captured CO2 could be converted directly into oxazolidinones and thus CO2 desorption could be sidestepped. Copyright

Proline-catalyzed synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines under solvent-free conditions

Natural a-amino acids were proven to be ecofriendly and recyclable catalysts for the carboxylation of aziridines with CO2 without utilization of any organic solvents or additives. Notably, a series of 5-aryl-2-oxazolidinones were obtained in go

Preparation of polystyrene-supported Lewis acidic Fe(III) ionic liquid and its application in catalytic conversion of carbon dioxide

A polystyrene-supported Lewis acidic iron-containing ionic liquid was proved to be recyclable and efficient heterogeneous catalyst for converting CO2 into cyclic carbonate without utilization of any organic solvent or additive. Excellent yields and selectivity were obtained under mild reaction conditions. Notably, the catalyst could be readily recovered and reused over five times without appreciable loss of catalytic activity. A possible catalytic cycle was proposed. The present protocol has successfully been applied to reactions of aziridines/propargyl amines with CO2. This kind of the catalyst presented herein would have great potential in industrial application thanks to its featured advantages.