Palladium catalyzed selective distal C-H activation with nitrile based templates has been of significant research interest in recent times. In this report, we disclose the distal C-H olefination of biphenyl systems with high regio- and stereo-selectivity and useful synthetic yields. The utility of this method has been demonstrated through its wide olefin scope, its operation at the gram scale and the easy removal/recovery of the directing group.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/c6cc07861c | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Combining Photochemical Oxyfunctionalization and Enzymatic Catalysis for the Synthesis of Chiral Pyrrolidines and Azepanes.
J Org Chem
January 2025
Institute of Chemistry, Technical University of Berlin, Straße des 17. Juni 115, 10623 Berlin, Germany.
Chiral heterocyclic alcohols and amines are frequently used building blocks in the synthesis of fine chemicals and pharmaceuticals. Herein, we report a one-pot photoenzymatic synthesis route for -Boc-3-amino/hydroxy-pyrrolidine and -Boc-4-amino/hydroxy-azepane with up to 90% conversions and >99% enantiomeric excess. The transformation combines a photochemical oxyfunctionalization favored for distal C-H positions with a stereoselective enzymatic transamination or carbonyl reduction step.
View Article and Find Full Text PDFPhotocatalytic regioselective C-H bond functionalizations in arenes.
Chem Sci
January 2025
Department of Chemistry, University of Bayreuth Universitätsstraße 30 95447 Bayreuth Germany
Article Synopsis
- The direct functionalization of C-H bonds has transformed synthetic organic chemistry, allowing for efficient modifications of arenes without the need for prefunctionalization.
- Innovative methods, particularly photoredox catalysis using transition metal and organic photocatalysts, have tackled challenges related to the inertness and regioselectivity of C-H bonds.
- This review presents recent advancements in regioselective C-H functionalization, focusing on strategies for achieving selectivity, mechanistic insights, and novel methodologies that enhance the scope of C-H bond modifications.
Penumbral Imaging to Guide Endovascular Treatment for M2 Middle Cerebral Artery Stroke.
Stroke
January 2025
Department of Diagnostic and Interventional Neuroradiology (G.B., M.M., M.B., H.K., L.W., C.H., J.F., L.M.), University Medical Center Hamburg-Eppendorf, Hamburg, Germany.
Article Synopsis
- The study investigates the potential benefits of mechanical thrombectomy for ischemic stroke patients with distal medium vessel occlusions, focusing on the role of computed tomography perfusion imaging.
- The research analyzed data from 140 patients treated at a high-volume stroke center from 2015 to 2023, assessing the relationship between recanalization and functional outcomes using logistic regression analysis.
- Findings suggest that while recanalization did not universally improve outcomes, significant treatment effects were observed in patients with larger hypoperfusion and penumbral volumes, indicating that penumbral imaging could help guide treatment decisions.
Selective [3 + 2] C-H/C-H Alkyne Annulation via Dual (Distal) C-H Bond Activation Relay: A Novel Therapeutic Quinazolone-Tethered Benzofulvenes for Oral Cancer.
JACS Au
November 2024
Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER) - Ahmedabad, Palaj, Gandhinagar 382355, Gujarat, India.
Article Synopsis
- The text discusses a new method for activating distal C-H bonds to create benzofulvenes, which are compounds formed through a [3 + 2] reaction involving palladium catalysis, overcoming traditional bond activation challenges.
- This innovative approach involves concurrent activation of both β-C(benzylic)-H and δ-C(aryl)-H bonds and leads to the formation of novel chemical entities with promising anticancer properties.
- In studies, these new compounds were found to effectively target oral squamous cell carcinoma (OSCC) by arresting the cell cycle at the S-phase and activating various apoptosis pathways, indicating their potential as effective chemotherapy options.
Rhodium-Catalyzed Meta-C-H Arylation of Arenes with Varied Linker Lengths: Bridging Catalytic Selectivity with Structural Diversity.
Angew Chem Int Ed Engl
November 2024
Department of Chemistry, Indian Institute of Technology Bombay Powai, Mumbai, 400076, India.
The directing group (DG)-assisted approach has so far been the major route to achieve selective C-H activation at both proximal and distal positions. While rhodium catalysts are highly effective in DG-assisted ortho-C-H arylation, meta-C-H arylation with rhodium has not yet been reported. In this study, we present the first example of Rh-catalyzed meta-C-H arylation of arenes.
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!