1127405-05-3Relevant academic research and scientific papers
Polymer supported triazine based palladium complex catalyzed double carbonylation reaction of halo aryl compounds for the synthesis of α-ketoamides
Islam, Sk Safikul,Molla, Rostam Ali,Ta, Sabyasachi,Yasmin, Nasima,Das, Debasis,Islam, Sk Manirul
, p. 18 - 25 (2019/01/08)
Novel polystyrene incorporated Palladium (II) catalyst was developed and well characterized. The efficiency of the supported Pd(II) catalytic material was checked for double carbonylation reaction of 2° amines and aryl iodides to their corresponding α-ketoamides under high pressure reaction conditions. The reaction was carried out in 60 psi carbon monoxide pressure. An extensive variety of aryl iodides in combination with 2° amines in presence of carbon monoxide can produce the respective α-ketoamides with superb chemoselectivity. Effect of solvents, bases, time and amount of catalyst for the production of α-ketoamides were reported. This supported Pd(II)complex was highly catalytically active and recyclable. The developed catalytic material was regenerated by filtration. It could be recycled further six times with no such profound loss in its activity.
Copper-Catalyzed C?N Bond Formation via Oxidative Cross-Coupling of Amines with α-Aminocarbonyl Compounds
Liu, Xing-Xing,Wu, Zhao-Yang,He, Yong-Qin,Zhou, Xiao-Qiang,Hu, Ting,Ma, Chao-Wei,Huang, Guo-Sheng
supporting information, p. 2385 - 2391 (2016/08/16)
A novel and selective method for the simple copper-catalyzed α-amination of α-aminocarbonyl compounds to afford 2-amino-2-iminocarbonyl and 2-amino-2-oxocarbonyl compounds is reported. This transformation is achieved by C(sp3)?H and N?H bond ox
Double carbonylation of aryl iodides with amines under an atmospheric pressure of carbon monoxide using sulfur-modified Au-supported palladium
Saito, Nozomi,Taniguchi, Takahisa,Hoshiya, Naoyuki,Shuto, Satoshi,Arisawa, Mitsuhiro,Sato, Yoshihiro
supporting information, p. 2358 - 2361 (2015/04/22)
A double carbonylation of aryl iodides with amines proceeded smoothly under an atmospheric pressure of carbon monoxide by using palladium nanoparticles (Pd NPs) leached from a sulfur-modified Au-supported palladium material (SAPd), producing α-ketoamides in good to excellent yields. This journal is
Phosphine-free, efficient double carbonylation of aryl iodides with amines catalyzed by water-insoluble and water-soluble N-heterocyclic carbene-amine palladium complexes
Wang, Yan,Yang, Xiaolong,Zhang, Chunyan,Yu, Jianqiang,Liu, Jianhua,Xia, Chungu
, p. 2539 - 2546 (2014/09/29)
The water-insoluble and water-soluble N-heterocyclic carbene (NHC)-amine palladium complexes, Ipr-Pd(deba)Cl and SO3-Ipr-Pd(deba)Cl, were synthesized. Both catalysts exhibit excellent activity in the phosphine-free double carbonylation of aryl iodides with amines to produce α-keto amides. Moreover, as the water-soluble catalyst exhibits significant compatibility in the aqueous phase with the activities of different Pd-NHC complexes, we conclude that the intramolecular amine ligand strongly affects the selectivity of the products in double carbonylation reaction and serves as an alternative of phosphine ligands.
Metal-free oxidative amidation of 2-oxoaldehydes: A facile access to α-ketoamides
Mupparapu, Nagaraju,Khan, Shahnawaz,Battula, Satyanarayana,Kushwaha, Manoj,Gupta, Ajai Prakash,Ahmed, Qazi Naveed,Vishwakarma, Ram A.
, p. 1152 - 1155 (2014/03/21)
A novel and efficient method for the synthesis of α-ketoamides, employing a dimethyl sulfoxide (DMSO)-promoted oxidative amidation reaction between 2-oxoaldehydes and amines under metal-free conditions is presented. Furthermore, mechanistic studies supported an iminium ion-based intermediate as a central feature of reaction wherein C1-oxygen atom of α-ketoamides is finally derived from DMSO.
A general and efficient copper catalyst for the double carbonylation reaction
Liu, Jianming,Zhang, Rongzhao,Wang, Shoufeng,Sun, Wei,Xia, Chungu
supporting information; experimental part, p. 1321 - 1324 (2009/09/24)
The use of (NHC)Cul complex in combination with a N-heterocyclic carbene precursor as catalyst for the double carbonylation of aryl Iodides and secondary amines solves the problem of using the precious metal Pd and phosphine ligands. The new protocol requ
Synthesis of ortho-alkoxy-aryl carboxamides via alladium-catalyzed aminocarbonylation
Takacs, Attila,Abreu, Artur R.,Peixoto, Andreia F.,Pereira, Mariette,Kollar, Laszlo
experimental part, p. 1534 - 1548 (2009/10/17)
Various aryl carboxamides with alkoxy substituents at the ortho-position, applicable as direct intermediates toward novel ligands, were synthesised via aminocarbonylation of aryl-iodides (2-iodoanisole, 5-chloro-7-iodo-8-methoxy- quinoline, and 5-chloro-7-iodo-8-benzyloxy-quinoline) in the presence of in situ generated palladium(0) catalysts. Simple primary and secondary amines as well as aminoacid esters were used as N-nucleophiles. The optimization of the reaction conditions allowed the preferential formation of carboxamides or ketocarboxamides by simple or double carbon monoxide insertion, respectively. A strong dependence of the chemoselectivity on carbon monoxide pressure was observed. Copyright Taylor & Francis Group, LLC.
