16096-33-6Relevant articles and documents
Hypervalent iodine in synthesis. 77. An efficient method for the synthesis of N-arylindoles by the copper-catalyzed N-arylation of indole with diaryliodonium salts
Zhou, Tao,Chen, Zhen-Chu
, p. 903 - 907 (2002)
N-arylindoles were prepared in good yields by copper-catalyzed N-arylation of indole with diaryliodonium salts.
New polymer-bound haloarene chromium dicarbonyl isocyanide complexes: A successful study validating their use in solid-phase chemistry
Maiorana,Baldoli,Licandro,Casiraghi,De Magistris,Paio,Provera,Seneci
, p. 7271 - 7275 (2000)
New fluorobenzene chromium dicarbonylisocyanide complexes have been synthesized and evaluated in terms of their 'in solution' reactivity towards some nucleophiles. For the first time the polymer-bound isocyanides have been found to be valuable ligands for anchoring haloareneCr(CO)3 complexes by means of their substitution for a CO group. The supported fluorobenzene complex reacted with nitrogen-nucleophiles. (C) 2000 Elsevier Science Ltd.
Hoveyda-Grubbs catalyst analogues bearing the derivatives of: N -phenylpyrrol in the carbene ligand-structure, stability, activity and unique ruthenium-phenyl interactions
Grudzień,Trzaskowski,Smoleń,Gajda,Wo?niak,Grela
, p. 11790 - 11799 (2017)
We have synthesized a series of N-phenylpyrrole and N-phenylindole carbenes and used them as ruthenium-ligating moieties in the synthesis of Hoveyda-Grubbs catalyst derivatives. We show that most of these complexes are difficult to synthesize and unstable apart from the N-phenylpyrrole-2,6-diisopropylphenyl ruthenium complex and its perbrominated derivative. These two systems are almost completely inactive in ring-closing metathesis at room temperature and become active only at 80 °C. DFT, SAPT0 and DLPNO-CCSD(T) calculations suggest that the rarely occurring phenyl-ruthenium interactions are responsible for the very slow initiation of these precatalysts at low temperatures.
Chemical synthesis, spectroscopic studies, chemical reactivity properties and bioactivity scores of an azepin-based molecule
Kollur, Shiva Prasad,Castro, Joaquín Ortega,Frau, Juan,Glossman-Mitnik, Daniel
, p. 300 - 306 (2019)
Azepines derived molecules are of great interest because of their multi-drug like properties and thus advantageous in biomedical field. Herein, a novel route is described for the synthesis of an azepine-based molecule, 10,11-Dibromo-10,11-dihydro- 5H-dibenzo[b,f]azepine-5-carbonyl chloride (DACC) by using dibutyltin dilaurate (DBTDL) as catalyst. The structure of DACC was elucidated by using FT-IR, NMR, and mass spectroscopic techniques. Several density functionals were considered for the study of the molecular properties of the synthesized compound. The global and local reactivity descriptors were estimated by using Conceptual Density Functional Theory (CDFT). The active sites suitable for the nucleophilic and electrophilic attacks were selected by linking them with the Fukui indices, Parr functions and condensed Dual Descriptor Δf(r). Finally, the bioactivity scores for the studied molecule were predicted through different methodologies.
Cu(i) based catalysts derived from bidentate ligands and studies on the effect of substituents for: N -arylation of benzimidazoles and indoles
Kumari, Sheela,Ratnam, Anand,Mawai, Kiran,Chaudhary, Virendra Kumar,Mohanty, Aurobinda,Ghosh, Kaushik
, p. 19591 - 19597 (2020)
A family of Cu(i) complexes [Cu(L1-4)(Cl)(PPh3)] (C1-C4) were synthesized from bidentate ligands L1-L4 (where L1 = (E)-2-(2-benzylidene-1-phenylhydrazinyl)pyridine, L2 = (E)-N,N-dimethyl-4-((2-phenyl-2-(pyridin-2-yl)hydrazono)methyl)aniline, L3 = (E)-2-(2
Aromatic nucleophilic substitution on haloarene chromium tricarbonyl complexes: Mild N-arylation on indoles
Maiorana, Stefano,Baldoli, Clara,Del Buttero, Paola,Di Ciolo, Michela,Papagni, Antonio
, p. 735 - 738 (1998)
A series of N-arylindoles were obtained in good yields and under mild conditions by nucleophilic substitution reaction of the sodium salt of indole on various haloarene chromium tricarbonyl complexes.
SiO2-functionalized melamine-pyridine group–supported Cu(OAc)2 as an efficient heterogeneous and recyclable nanocatalyst for the N-arylation of amines through Ullmann coupling reactions
Hemmati, Saba,Naderi, Akram,Ghadermazi, Mohammad,Veisi, Hojat
, p. 659 - 668 (2018)
This study reports a convenient approach to prepare SiO2/CCPy/Cu(OAc)2 as a novel nanocatalyst, in which melamine-bearing pyridine groups have functionalized SiO2 and can act as a capping agent to stabilize Cu(II) species.
Synthesis and characterization of nano-cellulose immobilized phenanthroline-copper (I) complex as a recyclable and efficient catalyst for preparation of diaryl ethers, N-aryl amides and N-aryl heterocycles
Aghili, Nora,Hosseinzadeh, Rahman,Mavvaji, Mohammad
, (2022/01/03)
Functionalized nanocellulose was prepared and employed for immobilization of phenanthroline-copper(I) complex to afford cellulose nanofibril grafted heterogeneous copper catalyst [CNF-phen-Cu(I)]. This nanocatalyst was well characterized using FT-IR, NMR, XRD, CHNS, AAS, TGA, EDX and SEM. The activities of the synthesized catalyst were examined in the synthesis of diaryl ethers via C-O cross-coupling of phenols and aryl iodides, as well as, the preparation of N-aryl amides and N-aryl heterocycles through C-N cross-coupling of amides and N-H heterocycle compounds with aryl halides. In this trend, various substrates containing electron-donating and electron-withdrawing groups were exploited to evaluate the generality of this catalytic protocol. Accordingly, the catalyst demonstrated remarkable catalytic efficiency for both C-N and C-O cross-coupling reactions, thereby resulting in good to excellent yields of the desired products. Furthermore, the recoverability experiments of the catalyst showed that it can be readily retrieved by simple filtration and successfully reused several times with negligible loss of its catalytic activity.
Functionalization of superparamagnetic Fe3O4@SiO2 nanoparticles with a Cu(II) binuclear Schiff base complex as an efficient and reusable nanomagnetic catalyst for N-arylation of α-amino acids and nitrogen-containing heterocycles with aryl halides
Sardarian,Kazemnejadi,Esmaeilpour
, (2020/10/20)
Fe3O4@SiO2 nanoparticles was functionalized with a binuclear Schiff base Cu(II)-complex (Fe3O4@SiO2/Schiff base-Cu(II) NPs) and used as an effective magnetic hetereogeneous nanocatalyst for the N-arylation of α-amino acids and nitrogen-containig heterocycles. The catalyst, Fe3O4@SiO2/Schiff base-Cu(II) NPs, was characterized by Fourier transform infrared (FTIR) and ultraviolet-visible (UV-vis) analyses step by step. Size, morphology, and size distribution of the nanocatalyst were studied by transmission electron microscopy (TEM), scanning electron microscopy (SEM), and dynamic light scatterings (DLS) analyses, respectively. The structure of Fe3O4 nanoparticles was checked by X-ray diffraction (XRD) technique. Furthermore, the magnetic properties of the nanocatalyst were investigated by vibrating sample magnetometer (VSM) analysis. Loading content as well as leaching amounts of copper supported by the catalyst was measured by inductive coupled plasma (ICP) analysis. Also, thermal studies of the nanocatalyst was studied by thermal gravimetric analysis (TGA) instrument. X-ray photoelectron spectroscopy (XPS) analysis of the catalyst revealed that the copper sites are in +2 oxidation state. The Fe3O4@SiO2/Schiff base-Cu(II) complex was found to be an effective catalyst for C–N cross-coupling reactions, which high to excellent yields were achieved for α-amino acids as well as N-hetereocyclic compounds. Easy recoverability of the catalyst by an external magnet, reusability up to eight runs without significant loss of activity, and its well stability during the reaction are among the other highlights of this catalyst.
A Pd/Cu-Free magnetic cobalt catalyst for C-N cross coupling reactions: synthesis of abemaciclib and fedratinib
Hajipour, Abdol R.,Khorsandi, Zahra,Sarfjoo, Mohamad Reza,Varma, Rajender S.
supporting information, p. 5222 - 5229 (2021/07/29)
Herein, the synthesis of a nano-catalytic system comprising magnetic nanoparticles as the core and edible natural ligands bearing functional groups as supports for cobalt species is described. Subsequent to its characterization, the efficiency of the catalyst was investigated for C-N cross-coupling reactions using assorted derivatives of amines and aryl halides. This novel and easily accessible Pd- and Cu-free catalyst exhibited good catalytic activity in these reactions using γ-valerolactone (GVL) at room temperature; good recyclability bodes well for the future application of this strategy. The introduced catalytic system is attractive in view of the excellent efficiency in an array of coupling reactions and its versatility is illustrated in the synthesis of abemaciclib and fedratinib, which are FDA-approved new and significant anti-cancer medicinal compounds that are prepared under green reaction conditions.
