154546-41-5Relevant academic research and scientific papers
Photocatalytic Visible-Light-Induced Nitrogen Insertion via Dual C(sp3)-H and C(sp2)-H Bond Functionalization: Access to Privileged Imidazole-based Scaffolds
Patel, Srilaxmi M.,P., Ermiya Prasad,Bakthadoss, Manickam,Sharada, Duddu S.
supporting information, p. 257 - 261 (2021/01/15)
Here we have demonstrated a visible-light-mediated metal-free organic-dye-catalyzed dehydrogenative N-insertion leading to highly substituted imidazoles and privileged dihydroisoquinoline-based imidazole derivatives via C(sp3)-H and C(sp2)-H bond functionalization. A sustainable, convenient, metal-free azidation/C-H aminative cyclization approach in the absence of stoichiometric oxidants is presented. This protocol involves a rare photoinduced iminyl radical as a key intermediate for the "N"insertion.
ZnO-nanoparticles as an efficient catalyst for the synthesis of tetrasubstituted cyclopentadienones using sulfonoketenimides and enaminoesters
Varasteh Moradi, Ali
supporting information, p. 45 - 49 (2017/09/25)
A convenient and efficient approach to the synthesis of substituted cyclopentadienes is reported based on the reaction of sulfonoketenimides and enaminoesters in good yield. In these reactions, sulfonoketenimides is produced from the reaction of terminal
Application and developing of iron-doped multi-walled carbon nanotubes (Fe/MWCNTs) as an efficient and reusable heterogeneous nanocatalyst in the synthesis of heterocyclic compounds
Sharghi, Hashem,Aboonajmi, Jasem,Mozaffari, Mozhdeh,Doroodmand, Mohammad Mahdi,Aberi, Mahdi
, (2017/11/16)
Iron-doped multi-walled carbon nanotubes (Fe/MWCNTs) is an efficient, ecofriendly and reusable heterogeneous nanocatalyst for the one-pot synthesis of heterocyclic compounds including bis-spiro piperidines, piperidines, dihydro-2-oxopyrroles, pyrazoles and diazepines at room temperature with good to excellent yields. The heterogeneous nanocatalyst was fully characterized by scanning electron microscopy (SEM), X-ray diffraction (XRD), inductively coupled plasma (ICP) and FT-IR analysis. Also, the structures of all prepared compounds were characterized by 1H NMR, 13C NMR, FT-IR, mass spectrometry (MS) and elemental analysis. The major advantages of these protocols are mild and green reaction conditions, short reaction times, clean reaction, operational simplicity, easy purification and good to excellent yields with the reusable heterogeneous nanocatalyst. The catalyst was ten recycled without significant loss of activity.
Trifluoroacetic acid catalyzed one-pot four-component domino reaction for the synthesis of substituted dihydro 2-oxypyrroles
Lashkari, Mojtaba,Maghsoodlou, Malek Taher,Karima, Mahsa,Kangani, Mehrnoosh
, p. 3799 - 3802 (2018/05/24)
Trifluoroacetic acid was applied as an effcient catalyst for the one-pot four-component synthesis of N-aryl/alkyl-3-aminodihydropyrrol-2-one-4-carboxylates via the domino reaction of amines, formaldehyde and dialkyl acetylenedicarboxylates at ambient temp
A three-component one-pot synthesis of penta-substituted pyrroles via ring opening of α-nitroepoxides
Zhao, Donghong,Zhu, Yue,Guo, Shanshan,Chen, Wenteng,Zhang, Guolin,Yu, Yongping
supporting information, p. 2872 - 2877 (2017/04/26)
A novel and facile one-pot reaction has been developed to synthesize a variety of penta-substituted pyrroles from α-nitroepoxides, primary amines and dialkyl acetylenedicarboxylates under the conditions without catalyst. Furthermore, the controlled experi
One-pot synthesis and structure∑property relationship of aminomaleimides: Fluorescence efficiencies in monomers and aggregates easily tuned by switch of aryl and alkyl
Zhu, Qiuhua,Ye, Ziwei,Yang, Weijie,Cai, Xiaotie,Tang, Ben Zhong
, p. 1096 - 1104 (2018/05/14)
Organic fluorophores have attracted great interest owing to their wide applications. They usually contain an electron-conjugated system with an aromatic moiety and show high emission in dilute solutions but weaker or even no emission upon aggregation. Her
An experimental and theoretical reinvestigation of the Michael addition of primary and secondary amines to dimethyl acetylenedicarboxylate
Gurjar, Asha,Poonia, Priyadarshni,Sinha, Pragya,Bansal, Raj K.
, p. 2504 - 2507 (2014/05/06)
Theoretical calculations of the Michael addition of diethylamine, pyrrolidine, and benzylamine to DMAD at the DFT (B3LYP/6-31+G-) level indicate that the reaction follows a stepwise mechanism via a zwitterionic intermediate. The reactions have low activation barriers, 13-15 kcal mol -1 and are exothermic, ΔH° = -29 to -44 kcal mol -1. The detailed investigation of the reaction of benzylamine with DMAD reveals participation of the reactant-, transition structure-, and the product-complexes and that the 1,3-prototropic shift occurs through the benzylamine molecule. It also predicts formation of dimethyl 2-(N-benzylimino)butane-1,4-dicarboxylate as one of the products, which has been duly isolated and characterized experimentally.
Synthesis of fused pyrrolo[3,4-d]tetrahydropyrimidine derivatives by proline-catalyzed multicomponent reaction
Chen, Zhi-Peng,Wang, Hai-Bo,Wang, Yu-Qin,Zhu, Qiu-Hua,Xie, Yang,Liu, Shu-Wen
supporting information, p. 4379 - 4385 (2014/06/10)
Novel proline-catalyzed multicomponent reactions (MCRs) for the synthesis of fused pyrrolo[3,4-d]tetrahydropyrimidines 7 and 9 with different substituted patterns have been developed, which provide rapid access to a library of compounds 7 and 9 in medium to excellent yields, by using N-methyl-α- aryl(alkyl)aminomaleimides, amines, and aldehydes as reactants. The catalyst and the ratio of reactants were found to have significant impact on these reactions, and a reasonable mechanism was also proposed.
A one-pot multi-component synthesis of N-aryl-3-aminodihydropyrrol-2-one-4- carboxylates catalysed by oxalic acid dihydrate
Sajadikhah, Seyed Sajad,Hazeri, Nourallah,Maghsoodlou, Malek Taher,Mostafa, Sayyed,Habibi-Khorassani,Khandan-Barani, Khatereh
, p. 40 - 42 (2013/04/10)
A simple synthesis of N-aryl-3-aminodihydropyrrol-2-one-4-carboxylates via one-pot multi-component reaction of amines, dialkyl acetylenedicarboxylates and formaldehyde in the presence of oxalic acid dihydrate (20 mol%) as catalyst in methanol is described
Lewis acid-promoted cascade reaction of primary amine, 2-butynedioate, and propargylic alcohol: A convenient approach to 1,2-dihydropyridines and 1H-pyrrolo[3,4-b]pyridine-5,7(2H,6H)-diones
Yin, Guangwei,Zhu, Yuanxun,Wang, Ningning,Lu, Ping,Wang, Yanguang
, p. 8353 - 8359 (2013/09/02)
1,2-Dihydropyridine-5,6-dicarboxylates were efficiently constructed through a cascade reaction of primary amine, 2-butynedioate and propargylic alcohol in the presence of Lewis acid under mild conditions. As exceptional, 1H-pyrrolo[3,4-b]pyridine-5,7(2H,6
