25688-26-0Relevant academic research and scientific papers
N-arylation of indoles with aryl halides using copper/glycerol as a mild and highly efficient recyclable catalytic system
Yadav, Dilip Kumar T.,Rajak, Sanil S.,Bhanage, Bhalchandra M.
, p. 931 - 935 (2014)
A simple, efficient, and inexpensive copper catalyzed protocol has been developed for cross-coupling of indoles with aryl halides by using glycerol as a green recyclable solvent and DMSO as an additive. The reaction was carried out at low catalyst loading furnishing various N-aryl indoles in good to excellent yield. This copper/glycerol mixture was recycled up to four runs without any loss in its catalytic activity.
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 (2020/12/05)
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
Efficient and Mild Ullmann-Type N-Arylation of Amides, Carbamates, and Azoles in Water
Bollenbach, Maud,Aquino, Pedro G. V.,de Araújo-Júnior, Jo?o Xavier,Bourguignon, Jean-Jacques,Bihel, Frédéric,Salomé, Christophe,Wagner, Patrick,Schmitt, Martine
supporting information, p. 13676 - 13683 (2017/10/10)
A simple, sustainable, efficient, mild, and low-cost protocol was developed for d-glucose-assisted Cu-catalyzed Ullmann reactions in water for amides, carbamates, and nitrogen-containing heterocycles. The reaction was compatible with diverse aryl/heteroaryl iodides, giving highly substituted pyridine, indole, or indazole rings. This method offers an attractive alternative to existing protocols, because the reaction proceeds in aqueous media, occurs at or near ambient temperature, and provides the N-arylated products in good to high yields.
A 1,10-phenanthrene rowling-N-Monoxide derivatives ligand and its application
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Paragraph 0303-0314, (2016/11/21)
The invention relates to a 1,10-Phenanthroline monohydrate-dual N-monoxide derivative ligand. The derivative ligand has a structural formula as follows: FORMULA, wherein R1 and R8 are selected from hydrogen, halogen, hydroxyl, C1-C7 alkoxyl, straight-chain saturated or unsaturated C1-C6 alkyl, or branched-chain saturated or unsaturated C1-C6 alkyl; R2 to R7 are selected from hydrogen, halogen, hydroxyl, C1-C8 alkoxyl, straight-chain saturated or unsaturated C1-C6 alkyl, or branched-chain saturated or unsaturated C1-C6 alkyl, C3-C7 ring hydroxyl, benzyl, aryl or 5-7 membered heterocyclic ring. Hetero atoms (such as O or N) are contained in the ligand disclosed by the invention, and a transitional six-membered ring is formed through coordination with copper ions, so that aryl iodide, aryl bromide or aryl chloride is promoted to carry out a C-N coupling reaction with aliphatic amine or secondary aliphatic cyclammonium or aliphatic acid or nitrogen-containing heterocyclic compounds at room temperature.
SBA-15-functionalized melamine-pyridine group-supported palladium(0) as an efficient heterogeneous and recyclable nanocatalyst for N-arylation of indoles through Ullmann-type coupling reactions
Veisi, Hojat,Poor Heravi, Mohammad Reza,Hamelian, Mona
, p. 334 - 337 (2015/04/27)
SBA-15-functionalized melamine-pyridine group-supported palladium(0) was found to serve as a heterogeneous and recyclable nanocatalyst for N-arylation of indoles with aryl iodides under a low catalyst loading (0.3mol% of Pd) through Ullmann-type C￡N coupling reactions. A variety of aryl iodides could be aminated to provide the N-arylated products in good to excellent yields without the need of an inert atmosphere. Also, this catalyst was found to be an efficient system for the N-arylation of other nitrogen-containing heterocycles with aryl iodides. The heterogeneous palladium catalyst could be recovered by simple filtration of the reaction solution and reused for six cycles without significant loss in its activity.
Palladium nanoparticles supported on modified single-walled carbon nanotubes: A heterogeneous and reusable catalyst in the Ullmann-type N-arylation of imidazoles and indoles
Veisi, Hojat,Morakabati, Nekoo
, p. 2901 - 2907 (2015/04/14)
Air- and moisture-stable and recyclable palladium nanoparticles supported on modified single-walled carbon nanotubes (SWCNT-Met/Pd) behave as very efficient heterogeneous catalysts in the Ullmann coupling of imidazoles and indoles with aryl iodides to afford the corresponding C-N coupling reactions under aerobic conditions. These cross coupled products were produced in excellent yields at low palladium loading (～0.2 mol%) and the heterogeneous catalyst can be readily recovered by simple filtration and reused five times without a noticeable loss in its catalytic activity.
Ligand-free copper nanoparticle promoted N-arylation of azoles with aryl and heteroaryl iodides
Pai, Gita,Chattopadhyay, Asoke P.
supporting information, p. 941 - 944 (2015/03/03)
A relatively mild, efficient, and inexpensive method for the nucleophilic aromatic substitution of the N-H heterocycles with various aryl and heteroaryl iodides using copper nanoparticles (Cu-NP) is reported. The coupling reaction has been successfully ac
N-arylation of indoles with aryl halides using copper/glycerol as a mild and highly efficient recyclable catalytic system
Yadav, Dilip Kumar T.,Rajak, Sanil S.,Bhanage, Bhalchandra M.
, p. 931 - 935 (2015/02/19)
A simple, efficient, and inexpensive copper catalyzed protocol has been developed for cross-coupling of indoles with aryl halides by using glycerol as a green recyclable solvent and DMSO as an additive. The reaction was carried out at low catalyst loading furnishing various N-aryl indoles in good to excellent yield. This copper/glycerol mixture was recycled up to four runs without any loss in its catalytic activity.
Ligand-free copper nanoparticle promoted N-arylation of azoles with aryl and heteroaryl iodides
Pai, Gita,Chattopadhyay, Asoke P.
supporting information, p. 941 - 944 (2014/02/14)
A relatively mild, efficient, and inexpensive method for the nucleophilic aromatic substitution of the N-H heterocycles with various aryl and heteroaryl iodides using copper nanoparticles (Cu-NP) is reported. The coupling reaction has been successfully ac
MCM-41-immobilized bidentate nitrogen copper(I) complex: A highly efficient and recyclable catalyst for Buchwald N-arylation of indoles
Xiao, Ruian,Zhao, Hong,Cai, Mingzhong
, p. 5444 - 5450 (2013/06/27)
The heterogeneous N-arylation reaction of indoles with aryl halides was achieved in toluene at 110 C by using 4 mol % MCM-41-immobilized bidentate nitrogen copper(I) complex [MCM-41-2N-CuI] as catalyst and K3PO 4 as base, yielding a variety of N-arylindoles in good to excellent yields. The heterogeneous copper catalyst exhibited as high activity as homogeneous CuI/diamine catalytic system and can be easily prepared by a simple two-step procedure from commercially available and cheap reagents and recovered by a simple filtration of the reaction solution and reused for 10 cycles with almost consistent activity.
