Aziridines

Protoenzymes: The Case of Hyperbranched Polymer-Scaffolded ZnS Nanocrystals

“…In synthetic laboratories, HyPEI is prepared by ring-opening polymerization of aziridine ( Scheme 3 ) in 1M aqueous HCl at 20–80 °C [ 56 ]. The synthesis catalyzed by Lewis acids has been reported to proceed in aqueous solution at 90–110 °C [ 57 ]. The starting material, aziridine ( Scheme 3 ), and its derivatives have been previously discussed as potentially prebiotic material as it has been tentatively detected in the interstellar space [ 58 ].…”

Direct Electrocatalytic N–H Aziridination of Aromatic Alkenes Using Ammonia

“…N–H aziridines are versatile platform molecules because their ring strain (28 kcal mol –1 ) induces reactivity to form a broad variety of structural motives that are abundantly present in organic compounds, − e.g., in specialty chemicals − and active pharmaceutical ingredients. − For example, an N–H aziridine is the key intermediate in the synthesis of Oseltamivir (Tamiflu), an antiviral medication produced on a huge scale . Even the simplest N–H aziridine, ethyleneimine, has important applications in polymers − but is also used to synthesize the medicine cysteamine (Cystagon) to treat cystinosis, a lysosomal storage disease .…”

“…N–H aziridines are versatile platform molecules because their ring strain (28 kcal mol –1 ) induces reactivity to form a broad variety of structural motives that are abundantly present in organic compounds, − e.g., in specialty chemicals − and active pharmaceutical ingredients. − For example, an N–H aziridine is the key intermediate in the synthesis of Oseltamivir (Tamiflu), an antiviral medication produced on a huge scale . Even the simplest N–H aziridine, ethyleneimine, has important applications in polymers − but is also used to synthesize the medicine cysteamine (Cystagon) to treat cystinosis, a lysosomal storage disease . In addition, use of a N–H aziridine is the most efficient and cost-effective way of incorporating an aminoethyl group in more complex molecules and polymers, altering the nitrogen to carbon ratio significantly and making it possible to customize the products to the intended use. , The 3-membered ring itself can also be of interest, as is the case in azinomycins and mitosanes, like Mytomycine C, where the aziridine functionality allows unique, tumor-selective DNA alkylation activity. − As a consequence, N–H aziridines are regarded as very important building blocks for C–N bond containing products.…”

“…Even the simplest N–H aziridine, ethyleneimine, has important applications in polymers − but is also used to synthesize the medicine cysteamine (Cystagon) to treat cystinosis, a lysosomal storage disease . In addition, use of a N–H aziridine is the most efficient and cost-effective way of incorporating an aminoethyl group in more complex molecules and polymers, altering the nitrogen to carbon ratio significantly and making it possible to customize the products to the intended use. , The 3-membered ring itself can also be of interest, as is the case in azinomycins and mitosanes, like Mytomycine C, where the aziridine functionality allows unique, tumor-selective DNA alkylation activity. − As a consequence, N–H aziridines are regarded as very important building blocks for C–N bond containing products. Industrial synthesis of N–H aziridines mainly utilizes the Wenker synthesis, which cyclizes ethanolamines in a two-step process with acid and basic conditions. ,,− The ethanolamines themselves are synthesized through epoxidation of the alkene, followed by opening with an excess of ammonia .…”

Ring-Opening Polymerization of Triaziridine Compounds in Water: An Extremely Facile Method to Synthesize a Porous Polymer through Polymerization-Induced Phase Separation

“…Polyethylenimine (PEI) is widely used in various products, such as detergents, adhesives, water treatment agents, cosmetics, papermaking chemicals, flocculants, chelating agents, scaffolds for tissue culture and cell culture, − transfection materials, − permeabilizer of membranes, CO 2 scavengers, − and so on. PEI is commercially produced by cationic ring-opening polymerization of ethylenimine as the monomer .…”