55041-11-7Relevant academic research and scientific papers
Radical Cation Cycloadditions of 2H-Azirines. Mechanistic Studies Concerning the Intermediate Radical Cation
Mueller, Felix,Mattay, Jochen,Steenken, Steen
, p. 4462 - 4464 (1993)
The product of the ring opening of 3-aryl-substituted azirines under conditions of photoinduced electron transfer (PET) is shown to be not a nitrile ylide but a short-lived 2-azaallenyl radical cation.This species has been investigated by pulse radiolysis and γ-radiolysis techniques.The radical cation has an absorption band with λmax at 485 nm.The lifetime of the radical cation is τ = 1.43 μs in n-butyl chloride.The rate constant for the reaction of the radical cation with the imine 9 is 7.8 x 109 M-1 s-1. γ-Radiolysis in n-butyl chloride leads to the same products, i.e., an N-alkylated imidazole as in the case of PET.
An efficient and recyclable nanocatalyst for the green and rapid synthesis of biologically active polysubstituted pyrroles and 1,2,4,5-tetrasubstituted imidazole derivatives
Thwin, Myo,Mahmoudi, Boshra,Ivaschuk, Olga A.,Yousif, Qahtan A.
, p. 15966 - 15975 (2019/06/10)
An effective process for the green and rapid synthesis of biologically active polysubstituted pyrroles and 1,2,4,5-tetrasubstituted imidazoles derivatives using Cu@imine/Fe3O4 MNPs catalyst under solvent-free conditions is explained. This catalyst showed high reactivity for the synthesis of a set of different derivatives of polysubstituted pyrroles and 1,2,4,5-tetrasubstituted imidazole derivatives under appropriate reaction conditions and short times. Moreover, the catalyst was also recycled and reused for six runs with no considerable reduction in reactivity and yields. Compared to the reported procedures, this method consistently demonstrates the advantages of low catalyst loading, short reaction times, easy separation and purification of the products, high yields, and high recoverability and recoverability of the catalyst.
Catalytic activity of Cu nanoparticles supported on Fe3O 4-polyethylene glycol nanocomposites for the synthesis of substituted imidazoles
Zarnegar, Zohre,Safari, Javad
, p. 4555 - 4565 (2014/11/07)
In the present study, we carried out chemical synthesis and characterization for a Fe3O4-polyethylene glycol-Cu nanocomposite (Fe3O4-PEG-Cu). Firstly, poly(ethylene glycol) was functionalized using cyanuric chlo
Immobilized ionic liquid on superparamagnetic nanoparticles as an effective catalyst for the synthesis of tetrasubstituted imidazoles under solvent-free conditions and microwave irradiation
Safari, Javad,Zarnegar, Zohre
, p. 920 - 928 (2013/10/22)
The ionic liquid 1-methyl-3-(3-trimethoxysilylpropyl) imidazolium chloride was immo- bilized on superparamagnetic Fe3O4 nanoparticles (IL-MNPs) and used as an efficient heterogeneous catalyst for the one-pot synthesis of 1,2,4,5-tetr
Magnetic nanoparticle supported ionic liquid as novel and effective heterogeneous catalyst for synthesis of substituted imidazoles under ultrasonic irradiation
Safari, Javad,Zarnegar, Zohre
, p. 1389 - 1396 (2013/10/01)
The ionic liquid 1-methyl-3-(3-trimethoxysilylpropyl)imidazolium chloride was immobilized on Fe3O4 nanoparticles and used as an efficient and reusable catalyst for the one-pot synthesis of 1,2,4,5-tetrasubstituted imidazoles at room
Boehmite nanoparticles, an efficient green catalyst for the multi-component synthesis of highly substituted imidazoles
Keivanloo, Ali,Bakherad, Mohammad,Imanifar, Elahe,Mirzaee, Mahdi
, p. 291 - 300 (2013/09/02)
Boehmite nanoparticles (AlOOH NPs) was found to be a highly active and green catalyst for the synthesis of highly substituted imidazoles under solvent-free conditions. This one-pot procedure is very simple, and affords good to excellent yields. Furthermore, the catalyst shows good thermal stability and recyclability. The catalyst was recycled for five runs without an appreciable loss in its catalytic activity.
Cycloadditions with Azirines under the Conditions of Photoinduced Electron Transfer: A New Method for the Synthesis of Imidazoles and Heterophanes
Mueller, Felix,Mattay, Jochen
, p. 543 - 550 (2007/10/02)
With the opening of azirine rings under the conditions of photoinduced electron transfer a new synthon for the synthesis of heterocycles is available.The formed 2-azaallenyl radical cation readily reacts with imine to form N-substituted imidazoles in reasonable yields.The synthesis of pyrrolophanes and imidazolophanes from bicyclic azirines is possible as well.With oligocyclic azirines complex heteroaromatic systems and even a porphyrin system can be built up. Key Words: Azirines / Imidazoles / Pyrrolophanes / Electron transfer reaction, photoinduced / 2-Azaallenyl radical cations
