Phosphine-Free Cross-Coupling Reaction of Halopyridines with Arylboronic Acids in an Ionic Liquid: Water Mixture-Reference-Cited by-同舟云学术

Phosphine-Free Cross-Coupling Reaction of Halopyridines with Arylboronic Acids in an Ionic Liquid: Water Mixture

Published:2008-07 Issue:7 Volume:2008 Page:412-415
ISSN:1747-5198
Container-title:Journal of Chemical Research
language:en
Short-container-title:Journal of Chemical Research

Author:

Xin Bingwei¹

Affiliation:

1. Department of Chemistry, Dezhou University, Dezhou 253023, P. R. China

Abstract

Palladium acetate-catalysed Suzuki reaction of halopyridines and arylboronic acids has been investigated in room-temperature ionic liquids in the absence of the phosphine ligand. A significant effect of water on the efficiency of the Suzuki reaction in ionic liquids was observed. The mixture of ionic liquid and water significantly enhanced the rate of the coupling reaction. The separation of the product was easily performed by extraction with diethyl ether and the Pd(OAc)2–[bmim][PF6] (1-butyl-3-methylimidazolium hexafluorophosphate) can be reused six times with only a small loss of reactivity.

Publisher

SAGE Publications

Subject

General Chemistry

Link

http://journals.sagepub.com/doi/pdf/10.3184/030823408785702544

Reference29 articles.

1. Aryl−Aryl Bond Formation One Century after the Discovery of the Ullmann Reaction

2. Carbon−Carbon Coupling Reactions Catalyzed by Heterogeneous Palladium Catalysts

3. Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds

4. Application of the Palladium-Catalyzed Borylation/Suzuki Coupling (BSC) Reaction to the Synthesis of Biologically Active Biaryl Lactams

5. Suzuki Coupling Approach for the Synthesis of Phenylene−Pyrimidine Alternating Oligomers for Blue Light-Emitting Material

Cited by 7 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Ionic Liquids in Metal, Photo-, Electro-, and (Bio) Catalysis;Chemical Reviews;2024-04-25

2. Complexes LNi(Cp)X with alkylamino-substituted N-heterocyclic carbene ligands (L) and their catalytic activity in the Suzuki—Miyaura reaction;Russian Chemical Bulletin;2021-07

3. Design, Synthesis, and Biological Evaluation of the Third Generation 17-Cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6β-[(4′-pyridyl)carboxamido]morphinan (NAP) Derivatives as μ/κ Opioid Receptor Dual Selective Ligands;Journal of Medicinal Chemistry;2019-01-04

4. Speciation of Pd(OAc)2in ligandless Suzuki–Miyaura reactions;Catal. Sci. Technol.;2012

5. Synthesis of Biaryls through a One-Pot Tandem Borylation/Suzuki-Miyaura Cross-Coupling Reaction Catalyzed by a Palladacycle;European Journal of Organic Chemistry;2011-11-29