1688-69-3Relevant academic research and scientific papers
Copper nanoparticles (CuNPs) catalyzed chemoselective reduction of nitroarenes in aqueous medium
Chand, Dillip Kumar,Rai, Randhir
, (2021/08/20)
Abstract: A procedure for practical synthesis of CuNPs from CuSO4·5H2O is established, under appropriate reaction conditions, using rice (Oryza sativa) as an economic source of reducing as well as a stabilizing agent. Optical and microscopic techniques are employed for the characterization of the synthesized CuNPs and the sizes of the particles were found to be in the range of 8 ± 2 nm. The nanoparticles are used as a catalyst for chemoselective reduction of aromatic nitro compounds to corresponding amines under ambient conditions and water as a reaction medium. Graphic abstract: CuNPs are synthesized using hydrolysed rice and used as catalyst for chemoselective reduction of nitroarenes to their corresponding amines in water. [Figure not available: see fulltext.]
Aluminium chloride-potassium iodide-acetonitrile system: A mild reagent system for aromatic claisen rearrangement at ambient temperature
Bhattacharyya, Nayan Kamal,Dutta, Deepjyoti,Biswas, Joydeep
, (2021/06/28)
Claisen rearrangement is used as the standard methods for the generation of complex organic substance. It is one of the well-known methods for the introduction of carbon-carbon bond. We have developed a protocol using allyl aryl ether as a substrate and AlCl3-KI as a mild reagent system and acetonitrile (CH3CN) is taken as solvent at ambient temperature. The reagent system presented in this current work is found to be appropriate for Claisen rearrangement of several aromatic alcohols with excellent yields.
NOVEL MACROCYCLIC DERIVATIVES, PROCESS FOR PREPARING SAME AND PHARMACEUTICAL COMPOSITIONS CONTAINING SAME
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Paragraph 0201, (2020/08/25)
Compound of formula (I): wherein A1, A2, Ra, Rb, Rc, Rd, R3, R4, X, Y and G are as defined in the description, and their use in the manufacture of medicaments.
Copper-catalyzed arene amination in pure aqueous ammonia
Takagi, Mio,Watanabe, Ayako,Murata, Shigeo,Takita, Ryo
supporting information, p. 1791 - 1795 (2019/02/20)
A simple protocol for copper-catalyzed arene amination using aqueous ammonia without any additional ligands and organic coordinating solvents has been developed. The reaction pathway via a Cu(i)/Cu(iii) mechanism is proposed based on the results of control experiments as well as DFT calculations.
Self-Assembled Magnetic Gold Catalysts from Dual-Functional Boron Clusters
Qi, Bin,Wu, Chenchen,Li, Xin,Wang, Dan,Sun, Liang,Chen, Bo,Liu, Wenjing,Zhang, Haibo,Zhou, Xiaohai
, p. 2285 - 2290 (2018/05/15)
A new class of core–shell magnetic gold nanocomposites is prepared in a raspberry-like fashion by the controlled supramolecular host–guest assembly of γ-cyclodextrins (γ-CDs) and boron clusters. In this work, Cs2[closo-B12H12], a fundamental boron cluster, can play a dual role in the preparation of highly monodispersed Au nanoparticles and in the immobilization of Au nanoparticles on the γ-CDs@Fe3O4 surface as an effective anchor. This facile and spontaneous supramolecular strategy allows for the control of the size and composition of the highly stable gold composites. Furthermore, the obtained AuNPs@Fe3O4 composites exhibit an excellent catalytic activity and recyclability for the selective reduction of nitroaromatics to their corresponding aniline compounds, and the fastest reaction can be achieved within 20 s with a high conversion and selectivity at room temperature, which is better than that obtained previously in studies on metal nanoparticle composites as catalysts.
AMINATION AND HYDROXYLATION OF ARYLMETAL COMPOUNDS
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Paragraph 0098; 0134; 0135; 0198, (2018/03/25)
In one aspect, the present disclosure provides methods of preparing a primary or secondary amine and hydroxylated aromatic compounds. In some embodiments, the aromatic compound may be unsubstituted, substituted, or contain one or more heteroatoms within the rings of the aromatic compound. The methods described herein may be carried out without the need for transition metal catalysts or harsh reaction conditions.
Highly chemoselective reduction of azides to amines by Fe(0) nanoparticles in water at room temperature
Panja, Subir,kundu, Debasish,Ahammed, Sabir,Ranu, Brindaban C.
supporting information, p. 3457 - 3460 (2017/08/10)
A highly chemoselective reduction of aryl, heteroaryl, acyl and sulfonyl azides to the corresponding amines has been achieved by Fe(0) nanoparticles in water at room temperature in the absence of external hydride source. Several readily reducible functionalities including alkene, alkyne, S-S linkage, OTBDMS remain unaffected during reduction.
Chemoselective Hydrazine-mediated Transfer Hydrogenation of Nitroarenes by Co3O4 Nanoparticles Immobilized on an Al/Si-mixed Oxide Support
Reddy, P. Linga,Tripathi, Mohit,Arundhathi,Rawat, Diwan S.
, p. 785 - 791 (2017/04/13)
Cobalt oxide nanoparticles (size 2 to 3.5 nm) were successfully impregnated on an alumina–silica (mixed oxide) support through an experimentally viable and easily reproducible protocol. The prepared material was well characterized by XRD, HR-TEM, BET surface area, EDX and XPS analyses. Porous alumina–silica having a high surface area served as a protective heterogeneous support on which the well-dispersed Co3O4 nanoparticles served as an active catalytic species for the hydrazine-mediated transfer hydrogenation of nitroarenes. About 2 mol % of the active catalyst in ethanol at 60 °C was adequate for a successful conversion. Moreover, transfer hydrogenation of nitroarenes by the catalyst was found to take place chemoselectively in the presence of other labile functional groups such as halide, alkene, nitrile, carbonyl, and ester. This inexpensive catalyst was also able to catalyze the reaction on a gram scale reaction and found to be robust and recyclable up to eight runs.
Multicomponent, fragment-based synthesis of polyphenol-containing peptidomimetics and their inhibiting activity on beta-amyloid oligomerization
Lambruschini, Chiara,Galante, Denise,Moni, Lisa,Ferraro, Francesco,Gancia, Giulio,Riva, Renata,Traverso, Alessia,Banfi, Luca,D'Arrigo, Cristina
supporting information, p. 9331 - 9351 (2017/11/22)
A new and short fragment-based approach towards artificial (but "natural-based") complex polyphenols has been developed, exploiting the Ugi multicomponent reaction of phenol-containing simple substrates. The resulting library of compounds has been tested
Rapid heteroatom transfer to arylmetals utilizing multifunctional reagent scaffolds
Gao, Hongyin,Zhou, Zhe,Kwon, Doo-Hyun,Coombs, James,Jones, Steven,Behnke, Nicole Erin,Ess, Daniel H.,Kürti, László
, p. 681 - 688 (2017/06/30)
Arylmetals are highly valuable carbon nucleophiles that are readily and inexpensively prepared from aryl halides or arenes and widely used on both laboratory and industrial scales to react directly with a wide range of electrophiles. Although C-C bond formation has been a staple of organic synthesis, the direct transfer of primary amino (-NH2) and hydroxyl (-OH) groups to arylmetals in a scalable and environmentally friendly fashion remains a formidable synthetic challenge because of the absence of suitable heteroatom-transfer reagents. Here, we demonstrate the use of bench-stable N-H and N-alkyl oxaziridines derived from readily available terpenoid scaffolds as efficient multifunctional reagents for the direct primary amination and hydroxylation of structurally diverse aryl- and heteroarylmetals. This practical and scalable method provides one-step synthetic access to primary anilines and phenols at low temperature and avoids the use of transition-metal catalysts, ligands and additives, nitrogen-protecting groups, excess reagents and harsh workup conditions.
