Carbon dioxide was found to promote the palladium-catalyzed zinc-mediated reductive Ullmann coupling of aryl halides. In the presence of carbon dioxide, Pd/C, and zinc, various aromatic halides including less reactive aromatic chlorides were coupled to give the corresponding homocoupling products in good yields.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/jo0349835 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Synthesis and Mechanistic Study of Naphthalimide Derivative Formation via Cu-Mediated Ullmann-Type Reactions.
Inorg Chem
December 2024
Department of Medicinal Chemistry, School of Pharmacy, Shahid Beheshti University of Medical Sciences, 2660 Valiasr Street, Tehran 1996835113, Iran.
Cu-mediated Ullmann-type coupling reactions are fundamental to organic synthesis, garnering significant academic and industrial interest since their inception. Optimizing reaction parameters, particularly temperature control, is crucial for maximizing efficiency while maintaining high yields. Bidentate ligands, such as amino acids, have demonstrated potential in facilitating these reactions at lower temperatures (<100 °C).
View Article and Find Full Text PDFRecent synthetic strategies for N-arylation of pyrrolidines: a potential template for biologically active molecules.
Mol Divers
July 2024
Department of Chemistry, Government College University Faisalabad, Faisalabad, 38000, Pakistan.
The chemistry of nitrogen-containing heterocyclic compounds has been a multifaceted area of research for an extended period due to their varied therapeutic and biological significance. N-Aryl pyrrolidine formed by condensation of aryl group with nitrogen atom of pyrrolidine is present in a wide array of compounds. Various significant activities shown by N-arylated pyrrolidine include anti-Alzheimer, antihypoxic, anticancer, plant activator, analgesic effect, and hepatitis C inhibitor.
View Article and Find Full Text PDFDesign and Application of New Pyridine-Derived Chiral Ligands in Asymmetric Catalysis.
Acc Chem Res
March 2024
Frontier Institute of Science and Technology, Xi'an Jiaotong University, Xi'an 710054, China.
ConspectusThe innovation of chiral ligands has been crucial for the asymmetric synthesis of functional molecules, as demonstrated by several types of widely applied "privileged" ligands. In this context, chiral pyridine-derived ligands, by far some of the oldest and most widely utilized ligands in catalysis, have attracted considerable research interest in the past half-century. However, the development of broadly applicable chiral pyridine units (CPUs) has been plagued by several intertwining challenges, thus delaying advancements in many asymmetric reactions.
View Article and Find Full Text PDFUllmann-Like Covalent Bond Coupling without Participation of Metal Atoms.
ACS Nano
March 2023
MIIT Key Laboratory for Low-Dimensional Quantum Structure and Devices, School of Integrated Circuits and Electronics, Beijing Institute of Technology, Beijing 100081, People's Republic of China.
Ullmann-like on-surface synthesis is one of the most appropriate approaches for the bottom-up fabrication of covalent organic nanostructures and many successes have been achieved. The Ullmann reaction requires the oxidative addition of a catalyst (a metal atom in most cases): the metal atom will insert into a carbon-halogen bond, forming organometallic intermediates, which are then reductively eliminated and form C-C covalent bonds. As a result, traditional Ullmann coupling involves reactions of multiple steps, making it difficult to control the final product.
View Article and Find Full Text PDFSynthesis of Axially Chiral Biaryls via Enantioselective Ullmann Coupling of ortho-Chlorinated Aryl Aldehydes Enabled by a Chiral 2,2'-Bipyridine Ligand.
Angew Chem Int Ed Engl
November 2022
School of Chemistry, Xi'an Jiaotong University, Xi'an, Shaanxi 710049, China.
The first nickel-catalyzed highly enantioselective reductive Ullmann coupling of ortho-chlorinated aryl aldehyde was achieved under mild reaction conditions with a chiral 2,2'-bipyridine ligand (+)-DTB-SBpy, thus providing axially chiral biphenyl or binaphthyl dials with up to 99 % yield and 99.5:0.5 er.
View Article and Find Full Text PDFWant AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!