A highly efficient heterogeneous copper-catalyzed Chan–Lam coupling reaction of sulfonyl azides with arylboronic acids leading to N-arylsulfonamides

RSC Advances ◽  
2016 ◽  
Vol 6 (49) ◽  
pp. 43605-43612 ◽  
Author(s):  
Chongren You ◽  
Fang Yao ◽  
Tao Yan ◽  
Mingzhong Cai
Keyword(s):  
Coupling Reaction ◽  
Practical Method ◽  
Boronic Acids ◽  
Arylboronic Acids ◽  
Highly Efficient ◽  
Sulfonyl Azides

A highly efficient and practical method for the synthesis of N-arylsulfonamides has been developed by a heterogeneous copper-catalyzed Chan–Lam coupling between sulfonyl azides and boronic acids.

scholarly journals Efficient in situ N-heterocyclic carbene palladium(ii) generated from Pd(OAc)2 catalysts for carbonylative Suzuki coupling reactions of arylboronic acids with 2-bromopyridine under inert conditions leading to unsymmetrical arylpyridine ketones: synthesis, characterization and cytotoxic activities

RSC Advances ◽  
2018 ◽  
Vol 8 (70) ◽  
pp. 40000-40015 ◽  
Author(s):  
Nedra Touj ◽  
Abdullah S. Al-Ayed ◽  
Mathieu Sauthier ◽  
Lamjed Mansour ◽  
Abdel Halim Harrath ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Suzuki Coupling ◽  
Boronic Acids ◽  
Cytotoxic Activities ◽  
Coupling Reactions ◽  
Component System ◽  
Arylboronic Acids ◽  
Cross Coupling Reaction

The in situ prepared four component system Pd(OAc)2, 1,3-dialkylbenzimidazolium halides 2a–i and 4a–i, K2CO3 under CO atmosphere catalyses carbonylative cross-coupling reaction of 2-bromopyridine with various boronic acids to yield unsymmetrical arylpyridine ketones.

Efficient synthesis of tetrasubstituted 2,3-allenoates and preliminary studies on bioactivities

2019 ◽  
Vol 6 (3) ◽  
pp. 304-308 ◽  
Author(s):  
Yuan Yao ◽  
Guirong Zhu ◽  
Qin Chen ◽  
Hui Qian ◽  
Shengming Ma
Keyword(s):  
Coupling Reaction ◽  
Boronic Acids ◽  
Efficient Synthesis ◽  
Highly Efficient ◽  
Palladium Catalyzed

A general and highly efficient straightforward protocol for the preparation of tetrasubstituted 2,3-allenoates through a palladium-catalyzed coupling reaction of 3-alkoxycarbonyl propargylic carbonates and boronic acids with commercially available tri(o-tolyl)phosphine as a ligand has been developed.

Highly effective copper-mediated gem-difluoromethylenation of arylboronic acids

2014 ◽  
Vol 50 (56) ◽  
pp. 7527-7530 ◽  
Author(s):  
Guobin Ma ◽  
Wen Wan ◽  
Qingyang Hu ◽  
Haizhen Jiang ◽  
Jing Wang ◽  
...  
Keyword(s):  
Heterocyclic Compounds ◽  
Room Temperature ◽  
Boronic Acids ◽  
Arylboronic Acids ◽  
Highly Efficient ◽  
Highly Effective

A simple and highly efficient Cu-mediated gem-difluoromethylenation of a variety of aryl boronic acids with bromodifluoromethylated heterocyclic compounds has been disclosed. The transformations were performed in air at room temperature without ligands, bases, or additives.

scholarly journals A Concise Synthesis of Rhodanthpyrone A and B, Natural 4-(Hydroxyphenyl)-substituted α-Pyrones

2017 ◽  
Vol 12 (1) ◽  
pp. 1934578X1701200
Author(s):  
Young Taek Han
Keyword(s):  
Suzuki Reaction ◽  
Coupling Reaction ◽  
Suzuki Coupling ◽  
Boronic Acids ◽  
Suzuki Coupling Reaction ◽  
Arylboronic Acids ◽  
Model Study ◽  
High Yields ◽  
Phenylboronic Acids

A concise synthesis of rhodanthpyrone A and B was accomplished via a Suzuki coupling reaction. To find the conditions appropriate to install hydroxyphenyl moieties to the α-pyrone skeleton, a model study was conducted using commercially available boronic acids. It was revealed that the hydroxy moiety of the phenylboronic acids should be concealed when reacted with labile 4-tosyl α-pyrone. Consequently, rhodanthpyrone A and B could be synthesized in high yields by Suzuki reaction using TIPS-protected arylboronic acids. This procedure provided a concise and versatile route for the synthesis of rhodanthpyrones and their 4-aryl substituted α-pyrone analogs.

An efficient indenyl-derived phosphine ligand for the Suzuki–Miyaura coupling of sterically hindered aryl halides

2016 ◽  
Vol 14 (20) ◽  
pp. 4664-4668 ◽  
Author(s):  
Yan Liu ◽  
Hui Peng ◽  
Jia Yuan ◽  
Meng-Qi Yan ◽  
Xue Luo ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Phosphine Ligand ◽  
Aryl Halides ◽  
Efficient Catalyst ◽  
Highly Efficient ◽  
Cross Coupling Reaction ◽  
Sterically Hindered

An air-stable aryl substituted indenyl phosphine used in combination with Pd(OAc)2 provides a highly efficient catalyst for the Suzuki–Miyaura cross-coupling reaction of sterically hindered aryl halides with aryl boronic acids.

scholarly journals Highly efficient synthesis of 2-substituted benzo[b]furan derivatives from the cross-coupling reactions of 2-halobenzo[b]furans with organoalane reagents

Synthesis ◽  
2021 ◽  
Author(s):  
chang wen ◽  
Qing Han Li ◽  
Chuan Wu ◽  
ruiqiang Luo ◽  
Feng Chen
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Practical Method ◽  
Bioactive Molecules ◽  
Coupling Reactions ◽  
Highly Efficient ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Palladium Catalyzed ◽  
The Cross

A highly efficient and simple route for the synthesis of 2-substituted benzo[b]furans has been developed by Palladium catalyzed the cross-coupling reaction of 2-halobenzo[b]furans with aryl, alkynyl and alkylaluminum reagents. Various 2-aryl, 2-alkynyl and 2-alkyl substituted benzo[b]furans derivatives can be obtained with 23-97% isolated yields using 2-3 mol% PdCl2/ 4-6 mol% XantPhos as the catalyst under mild reaction conditions. The aryls bearing electron-donating or electron-withdrawing groups in 2-halobenzo[b]furans gave products in 40-97% isolated yields. In addition, aluminum reagents containing thienyl, furanyl trimethylsilanyl and benzyl groups worked efficiently with 2-halobenzo[b]furans as well, and three bioactive molecules with 2-substituted benzo[b]furan skeleton were synthesized. Furthermore, the broad substrates scope and the typical maintenance of vigorous efficiency on gram scale make this protocol a potentially practical method to synthesize 2-substituted benzo[b]furans derivatives. On the basis of the experimental results, a possible catalytic cycle has been proposed.

scholarly journals A Highly Efficient Microwave-Assisted Suzuki Coupling Reaction of Aryl Perfluorooctylsulfonates with Boronic Acids

2004 ◽  
Vol 6 (9) ◽  
pp. 1473-1476 ◽  
Author(s):  
Wei Zhang ◽  
Christine Hiu-Tung Chen ◽  
Yimin Lu ◽  
Tadamichi Nagashima
Keyword(s):  
Coupling Reaction ◽  
Suzuki Coupling ◽  
Boronic Acids ◽  
Suzuki Coupling Reaction ◽  
Microwave Assisted ◽  
Highly Efficient

Copper immobilized at a covalent organic framework: an efficient and recyclable heterogeneous catalyst for the Chan–Lam coupling reaction of aryl boronic acids and amines

2018 ◽  
Vol 20 (21) ◽  
pp. 4891-4900 ◽  
Author(s):  
Yi Han ◽  
Mo Zhang ◽  
Ya-Qing Zhang ◽  
Zhan-Hui Zhang
Keyword(s):  
Heterogeneous Catalyst ◽  
Coupling Reaction ◽  
Boronic Acids ◽  
Arylboronic Acids ◽  
Covalent Organic Framework ◽  
Cu Catalyst ◽  
Recyclable Heterogeneous Catalyst ◽  
Organic Framework

A covalent organic framework immobilized Cu catalyst was prepared and applied for synthesis of N-arylated products by Chan–Lam coupling reaction of arylboronic acids with various amines.

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