N(tau)-Aryl-histidine derivatives were synthesized using a modified one-step Cu-catalyzed coupling of aryl halides and N-acetylhistidine methyl ester. The latter is much less reactive than imidazole toward aryl halides. p-Chloroiodobenzene coupled with iodine displacement only, whereas m- and p-bromoiodobenzene both gave mixtures of bromo- and iodophenyl products.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1016/j.bmcl.2004.01.058 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Nickel-Catalyzed Reductive Cyanation of Aryl Halides and Epoxides with Cyanogen Bromide.
Molecules
December 2024
School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China.
Nitriles are valuable compounds because they have widespread applications in organic chemistry. This report details the nickel-catalyzed reductive cyanation of aryl halides and epoxides with cyanogen bromide for the synthesis of nitriles. This robust protocol underscores the practicality of using a commercially available and cost-effective cyanation reagent.
View Article and Find Full Text PDFNi-Catalyzed Regioselective Alkylarylation of Unactivated Alkenes in Amines Enabled by Cooperative Ligand Effects of Nitriles and Electron-Deficient Alkenes.
J Am Chem Soc
January 2025
Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, United States.
We report a Ni-catalyzed vicinal alkylarylation of unactivated alkenes in γ,δ- and δ,ε-alkenylamines with aryl halides and alkylzinc reagents. The reaction is enabled by amine coordination and can use all primary, secondary, and tertiary amines. The reaction constructs two new C(sp)-C(sp) and C(sp)-C(sp) bonds and produces δ- and ε-arylamines with C(sp)-branching at the γ- and δ-positions.
View Article and Find Full Text PDFIsolated Neutral Organic Radical Unveiled Solvent-Radical Interaction in Highly Reducing Photocatalysis.
Angew Chem Int Ed Engl
January 2025
The University of Arizona, Chemistry and BioChemistry, 1306 E University Blvd, CSML 638, 85719, Tucson, UNITED STATES OF AMERICA.
Diffusion-limited kinetics is a key mechanistic debate when consecutive photoelectron transfer (conPET) is discussed in photoredox catalysis. In-situ generated organic photoactive radicals can access catalytic systems as reducing as alkaline metals that can activate remarkably stable bonds. However, in many cases, the extremely short-lived transient nature of these doublet state open-shell species has led to debatable mechanistic studies, hindering adoption and development.
View Article and Find Full Text PDFUnlocking the Nucleophilic Functionalization Potential of a Natural Asphalt: Grafting a Pd(0)-Diethanolamine Complex as a Recyclable Catalyst for Upgrading Biaryl Synthesis.
Langmuir
January 2025
Department of Chemistry, Faculty of Science, Ilam University, P.O. Box 69315516, Ilam, Iran.
Article Synopsis
- This study presents a new method for upgrading natural asphalt into a catalyst through a process called metal-free sonobromination.
- The method involves creating a palladium complex on natural asphalt, which is then used as a recoverable catalyst in the Suzuki reaction for synthesizing biphenyl derivatives.
- The process is environmentally friendly, uses a green solvent, and showcases the potential for sustainable materials development from renewable resources.
Photocatalytic Dehalogenation of Aryl Halides Mediated by the Flexible Metal-Organic Framework MIL-53(Cr).
Angew Chem Int Ed Engl
January 2025
Technische Universitat Dresden, Inorganic Chemistry I, GERMANY.
The catalytic potential of flexible metal-organic frameworks (MOFs) remains underexplored, particularly in solution-phase reactions. This study employs MIL-53(Cr), a prototypical "breathing" MOF capable of structural adaptation via pore size modulation, as a photocatalyst for the dehalogenation of aryl halides. Powder X-ray diffraction and pair distribution function analyses reveal that organic solvents influence pore opening, while substrates and products dynamically adjust the framework configuration during catalysis.
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!