Selective remote esterification of 8-aminoquinoline amides via copper(ii)-catalyzed C(sp2)–O cross-coupling reaction

2017 ◽  
Vol 15 (3) ◽  
pp. 531-535 ◽  
Author(s):  
Chengcai Xia ◽  
Kai Wang ◽  
Jun Xu ◽  
Chao Shen ◽  
Di Sun ◽  
...  
Keyword(s):  
Copper Catalyst ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Mild Conditions ◽  
Cross Coupling Reaction

The remote C–O coupling of quinoline amides at the C5 position has been established using cheap and readily available copper catalyst under mild conditions.

scholarly journals A New Heterogeneous Catalyst Obtained via Supramolecular Decoration of Graphene with a Pd2+ Azamacrocyclic Complex

Molecules ◽  
2019 ◽  
Vol 24 (15) ◽  
pp. 2714 ◽  
Author(s):  
Matteo Savastano ◽  
Paloma Arranz-Mascarós ◽  
Maria Paz Clares ◽  
Rafael Cuesta ◽  
Maria Luz Godino-Salido ◽  
...  
Keyword(s):  
Heterogeneous Catalyst ◽  
Self Assembly ◽  
Room Temperature ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Assembly Process ◽  
Efficient Catalyst ◽  
Mild Conditions ◽  
Cross Coupling Reaction ◽  
Green Procedure

A new G-(H2L)-Pd heterogeneous catalyst has been prepared via a self-assembly process consisting in the spontaneous adsorption, in water at room temperature, of a macrocyclic H2L ligand on graphene (G) (G + H2L = G-(H2L)), followed by decoration of the macrocycle with Pd2+ ions (G-(H2L) + Pd2+ = G-(H2L)-Pd) under the same mild conditions. This supramolecular approach is a sustainable (green) procedure that preserves the special characteristics of graphene and furnishes an efficient catalyst for the Cu-free Sonogashira cross coupling reaction between iodobenzene and phenylacetylene. Indeed, G-(H2L)-Pd shows an excellent conversion (90%) of reactants into diphenylacetylene under mild conditions (50 °C, water, aerobic atmosphere, 14 h). The catalyst proved to be reusable for at least four cycles, although decreasing yields down to 50% were observed.

scholarly journals Pd(CH3CN)2Cl2/Pipecolinic Acid as a Highly Efficient Catalytic System for Suzuki-Miyaura Cross-coupling Reaction of Bromoaryl Carboxylic Acids in Water

Catalysts ◽  
2019 ◽  
Vol 9 (1) ◽  
pp. 86 ◽  
Author(s):  
Xiaogang Li ◽  
Wenbin Zhang ◽  
Leiqing Fu ◽  
Mengping Guo
Keyword(s):  
Catalytic System ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Catalytic Performance ◽  
High Turnover ◽  
Mild Conditions ◽  
Highly Efficient ◽  
Cross Coupling Reaction ◽  
Pipecolinic Acid ◽  
Excellent Catalytic Performance

In this study, a convenient and highly efficient catalytic system for the Suzuki-Miyaura coupling reaction was investigated under mild conditions. A combination of Pd(CH3CN)2Cl2 and pipecolinic acid showed excellent catalytic performance and afforded high turnover numbers; turnover numbers were up to 4.9 × 105 for the coupling reaction of 4-bromobenzoic acid and tetraphenylboron sodium. The catalytic system was also effective for the indexes of 4-bromobenzoic acid, and high turnover numbers were obtained.

Pd/APN-Mn(BTC) as novel, highly efficient, and recyclable catalyst for Suzuki–Miyaura cross coupling reaction

2020 ◽  
Vol 98 (8) ◽  
pp. 445-452
Author(s):  
Hamid Aliyan ◽  
Razieh Fazaeli
Keyword(s):  
Palladium Nanoparticles ◽  
Metal Organic Framework ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Analytical Techniques ◽  
Mild Conditions ◽  
Cross Coupling Reaction ◽  
Highly Dispersed ◽  
Metal Organic ◽  
Adsorption Desorption

A novel, heterogeneous, and bifunctional metal organic framework containing palladium and manganese, Pd/APN-Mn(BTC), has been prepared and completely characterized using FTIR, XRD, SEM-EDS, N2 adsorption–desorption, TG-DTG, NH3-TPD, and ICP analytical techniques. The APN-Mn(BTC) framework has been shown to be a useful platform for the stabilization and support of palladium nanoparticles (Pd NPs). Very effective catalytic activity has been exhibited by the highly dispersed Pd particles, Pd-NPs/APN-Mn(BTC), in the Suzuki–Miyaura cross-coupling reaction with reasonable to excellent reaction yields under mild conditions in H2O–ethanol solvent.

scholarly journals Recent Advancement of Ullmann Condensation Coupling Reaction in the Formation of Aryl-Oxygen (C-O) Bonding by Copper-Mediated Catalyst

Catalysts ◽  
2020 ◽  
Vol 10 (10) ◽  
pp. 1103
Author(s):  
Choong Jian Fui ◽  
Mohd Sani Sarjadi ◽  
Shaheen M. Sarkar ◽  
Md Lutfor Rahman
Keyword(s):  
Copper Catalyst ◽  
Low Cost ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Organometallic Reagents ◽  
Cross Coupling Reaction ◽  
Low Toxicity ◽  
Type C ◽  
Biaryl Ether ◽  
Metal Catalyzed

Transition metal-catalyzed chemical transformation of organic electrophiles and organometallic reagents belong to the most important cross coupling reaction in organic synthesis. The biaryl ether division is not only popular in natural products and synthetic pharmaceuticals but also widely found in many pesticides, polymers, and ligands. Copper catalyst has received great attention owing to the low toxicity and low cost. However, traditional Ullmann-type couplings suffer from limited substrate scopes and harsh reaction conditions. The introduction of homogeneous copper catalyst with presence of bidentate ligands over the past two decades has totally changed this situation as these ligands enable the reaction promoted in mild condition. The reaction scope has also been greatly expanded, rendering this copper-based cross-coupling attractive for both academia and industry. In this review, we will highlight the latest progress in the development of useful homogeneous copper catalyst with presence of ligand and heterogeneous copper catalyst in Ullmann type C-O cross-coupling reaction. Additionally, the application of Ullmann type C-O cross coupling reaction will be discussed.

An N-heterocyclic carbene-functionalised covalent organic framework with atomically dispersed palladium for coupling reactions under mild conditions

2019 ◽  
Vol 21 (19) ◽  
pp. 5267-5273 ◽  
Author(s):  
Junjuan Yang ◽  
Yuanyuan Wu ◽  
Xiaowei Wu ◽  
Wenjing Liu ◽  
Yaofang Wang ◽  
...  
Keyword(s):  
Room Temperature ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Pure Ethanol ◽  
Covalent Organic Framework ◽  
Mild Conditions ◽  
Cross Coupling Reaction ◽  
Aqueous Solvent ◽  
Organic Framework

We report a heterogeneous catalyst based on N-heterocyclic carbene-functionalized covalent organic framework, which shows high activity in the C–C cross coupling reaction at room temperature in pure/ethanol aqueous solvent even with multiple reuse.

Ni(ǁ)-catalyzed Reductive Cross-coupling Reaction of Oxalates and Thiosulfonates/Selenosulfonates

2022 ◽  
Author(s):  
Ying Chen ◽  
Fei Wang ◽  
Bo-Xi Liu ◽  
Weidong Rao ◽  
Shun-Yi Wang
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Mild Conditions ◽  
Cross Coupling Reaction

A Ni(ǁ)-catalyzed reductive cross-coupling reaction of oxalates and thiosulfonates/selenosulfonates to synthesize benzylic sulfides/selenides under mild conditions is developed. The oxalates prepared from the corresponding alcohols are used as carbon radical...

Palladium-catalyzed Suzuki cross-couplings of N′-mesyl arylhydrazines via C–N bond cleavage

RSC Advances ◽  
2014 ◽  
Vol 4 (49) ◽  
pp. 25576-25579 ◽  
Author(s):  
He-Ping Zhou ◽  
Jin-Biao Liu ◽  
Jian-Jun Yuan ◽  
Yi-Yuan Peng
Keyword(s):  
Boronic Acid ◽  
Bond Cleavage ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Mild Conditions ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
High Yields ◽  
Aryl Boronic Acid ◽  
Biaryl Compounds

An efficient palladium-catalyzed Suzuki cross-coupling reaction of N′-mesyl arylhydrazine with aryl boronic acid is described, which affords the corresponding biaryl compounds in high yields. This transformation proceeds through C–N bond cleavage under mild conditions.

The convenient aqueous synthesis and biological evaluation of ortho-(3,4,5-trimethoxybenzoyl)-acetanilides as novel anti-cancer agents

RSC Advances ◽  
2014 ◽  
Vol 4 (78) ◽  
pp. 41510-41520 ◽  
Author(s):  
Jianfei Sheng ◽  
Fei Mao ◽  
Jun Yan ◽  
Ling Huang ◽  
Xingshu Li
Keyword(s):  
Polyethylene Glycol ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Biological Evaluation ◽  
Pd Catalyst ◽  
Aqueous Synthesis ◽  
Mild Conditions ◽  
Cross Coupling Reaction ◽  
Anti Cancer ◽  
Synthesis And Biological Evaluation

A series of new ortho-(3,4,5-trimethoxybenzoyl)-acetanilides were synthesised by the cross-coupling reaction catalyzed with Pd catalyst in aqueous medium, with polyethylene glycol as additive under very mild conditions.

scholarly journals Copper-Promoted One-Pot Approach: Synthesis of Benzimidazoles

Molecules ◽  
2020 ◽  
Vol 25 (8) ◽  
pp. 1788
Author(s):  
S. N. Murthy Boddapati ◽  
Ramana Tamminana ◽  
Ravi Kumar Gollapudi ◽  
Sharmila Nurbasha ◽  
Mohamed E. Assal ◽  
...  
Keyword(s):  
Copper Catalyst ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
One Pot ◽  
Catalytic Systems ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Substrate Tolerance ◽  
High Yields

A facile, one-pot, and proficient method was developed for the production of various 2-arylaminobenzimidazoles. This methodology is based for the first time on a copper catalyst promoted domino C–N cross-coupling reaction for the generation of 2-arylaminobenzimidazoles. Mechanistic investigations revealed that the synthetic pathway involves a copper-based desulphurization/nucleophilic substitution and a subsequent domino intra and intermolecular C–N cross-coupling reactions. Some of the issues typically encountered during the synthesis of 2-arylaminobezimidazoles, including the use of expensive catalytic systems and the low reactivity of bromo precursors, were addressed using this newly developed copper-catalyzed method. The reaction procedure is simple, generally with excellent substrate tolerance, and provides good to high yields of the desired products.

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