We have developed a method for the sp(3) C-H bond functionalization of tetrahydroisoquinolines (THIQs) mediated by [bis(trifluoroacetoxy)iodo]benzene (PIFA). The treatment of the THIQs with various nucleophiles in the presence of PIFA in a green solvent alternative gave the coupled products, with a C-C, C-N, or quaternary carbon center in high yields.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/c3ob42354a | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Tuning the optical, electrical, and structural properties of Cu-DLC thin films via simultaneous DC-RF unbalanced magnetron sputtering.
Heliyon
November 2024
Faculty of Physics, Shahrood University of Technology, 3619995161, Shahrood, Iran.
This study evaluates the deposition of diamond-like carbon (DLC) films with copper impurities on a glass substrate using simultaneous direct current (DC) and radio frequency (RF) magnetron sputtering. The structural, optical, electrical, and mechanical properties, as well as the surface topography of the films, were investigated under various DC power levels using Raman spectroscopy, ellipsometry, UV-VIS, I-V measurements, nanoindentation, AFM, and FESEM. Results indicate that increasing the DC power to the graphite target from 60 to 120 , while maintaining a constant 10 of RF power to the copper target, enhances the optical absorption coefficient of the films and increases the optical bandgap from 0.
View Article and Find Full Text PDFC-C bond coupling with sp C-H bond via active intermediates from CO hydrogenation.
Nat Commun
January 2025
Key Laboratory of advanced catalysis, College of Chemistry and Chemical Engineering, Lanzhou University, 730000, Lanzhou, China.
Article Synopsis
- CO hydrogenation has been identified as a more sustainable and efficient alternative to methanol in the side-chain alkylation of 4-methylpyridine (MEPY) using a ZnZrO/CsX tandem catalyst, achieving a conversion rate of 19.6%.
- This new method results in 82% selectivity for 4-ethylpyridine (ETPY) and demonstrates 6.5 times greater activity compared to traditional methanol-mediated processes.
- The success of this catalytic process is attributed to the dual functionality of the catalyst components, facilitating both CO hydrogenation and the activation of C-H and C-C bonds, with CHO* species acting as the crucial intermediate.
C(sp3)-H Bond Functionalization of 8-Methylquinolines.
Chem Asian J
December 2024
CSIR-IHBT: Institute of Himalayan Bioresource Technology CSIR, Chemical Technology, Palampur, India, Palampur, 176061, Palampur, INDIA.
Quinolines have emerged as essential components in various medicinal agents, playing a key role in treating various ailments. Numerous drugs with a quinoline core have been recognized for their antimalarial, antibacterial, and anticancer activities and have been successfully commercialized, including chloroquine, ciprofloxacin, topotecan, etc. Over the past two decades, we have witnessed a tremendous expansion in the C-H bond functionalization of quinoline scaffolds to widen this chemical space for drug discovery further.
View Article and Find Full Text PDFBiocatalytic C-H oxidation meets radical cross-coupling: Simplifying complex piperidine synthesis.
Science
December 2024
Department of Chemistry, Scripps Research, 10550 North Torrey Pines Road, La Jolla, CA, USA.
Modern medicinal chemists are targeting more complex molecules to address challenging biological targets, which leads to synthesizing structures with higher sp character (Fsp) to enhance specificity as well as physiochemical properties. Although traditional flat, high-fraction sp molecules, such as pyridine, can be decorated through electrophilic aromatic substitution and palladium (Pd)-based cross-couplings, general strategies to derivatize three-dimensional (3D) saturated molecules are far less developed. In this work, we present an approach for the rapid, modular, enantiospecific, and diastereoselective functionalization of piperidine (saturated analog of pyridine), combining robust biocatalytic carbon-hydrogen oxidation with radical cross-coupling.
View Article and Find Full Text PDFCyclometalated Ir Complex Possessing Chiral MIC ligand: Regiospecific sp C-H Activation and Asymmetric Transfer Hydrogenation of Ketone.
Chemistry
January 2025
Department of Chemistry, University of Calcutta, 92-APC Road, Kolkata, 700009.
Cyclometalation offers a wide number of organometallic metallacycles showing diverse applications. However, such NHC complexes synthesized via an sp C-H bond activation are rare. An iridium(III) complex with a chiral mesoionic N-heterocyclic carbene (MIC) ligand, where the Ir forms an additional Ir-C bond via a regiospecific sp C-H bond activation at the N-methylbenzyl wingtip, was synthesized and characterized.
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!