Category Ranking
98%
Total Visits
921
Avg Visit Duration
2 minutes
Citations
20
Article Abstract
Herein, we present a nickel/tetrabutylammonium decatungstate (TBADT)-catalyzed protocol for general C-H alkylation of aldehydes, enabling the efficient synthesis of aliphatic ketones through ligand-controlled cross-coupling. This mild and cost-effective methodology demonstrates broad substrate compatibility with various commercially available aldehydes and both activated and unactivated alkyl bromides, delivering target products in high yields. Notably, the practical utility of this catalytic system has been highlighted through a concise two-step synthesis of the commercially valuable musk odorant Aurelione from readily available starting materials.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/acs.orglett.5c00949 | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Photofunctionalization of Light Alkanes by FeO/BCN at 12 °C.
J Am Chem Soc
September 2025
State Key Laboratory of Chemistry for NBC Hazards Protection, College of Chemistry, Fuzhou University, Fuzhou 350116, P. R. China.
The activation of methane and other gaseous hydrocarbons at low temperature remains a substantial challenge for the chemistry community. Here, we report an anaerobic photosystem based on crystalline borocarbonitride (BCN) supported Fe-O nanoclusters, which can selectively functionalize C-H bonds of methane, ethane, and higher alkanes to value-added organic chemicals at 12 °C. Scanning transmission electron microscopy and X-ray absorption spectroscopy corroborated the ultrafine FeOOH and FeO species in Fe-O clusters, which enhanced the interfacial charge transfer/separation of BCN as well as the chemisorption of methane.
View Article and Find Full Text PDFDual C-H Aminotrideuteromethylthiolation of -Alkyl Indoles with Alkylamines and CDSSONa.
J Org Chem
September 2025
The First Affiliated Hospital of Wenzhou Medical University, Wenzhou 325035, China.
Herein, we describe a versatile and region-selective 2,3-aminotrideuteromethylthiolation of -alkyl indoles with alkylamines and CDSSONa using NaIO as reaction mediator. This strategy is exemplified in the preparation of 33 SCD-labeled indoles, late-stage indolyltrideuteromethylthiolation of drug intermediates, and product derivatization. Initial mechanistic investigations have verified that NaIO could be converted to I by CDSSONa and that alkylamine contributes to the activation of the Bunte salts.
View Article and Find Full Text PDFEnantioselective C-H amination catalyzed by homoleptic iron salox complexes.
Chem Commun (Camb)
September 2025
Department of Chemistry, Biochemistry and Pharmaceutical Sciences, University of Bern, CH-3012 Bern, Switzerland.
Iron complexes bearing chiral salicyloxazoline (Salox) ligands catalyze the enantioselective intramolecular C-H bond amination of alkyl azides, reaching 58-76% ee for benzylic C-H bonds. Further, for the first time aliphatic C-H bond amination is demonstrated (∼40% ee). This class of catalysts even activates primary aliphatic C-H bonds, albeit with moderate ee.
View Article and Find Full Text PDFIron(III)-Mediated C-H Alkylation: One-Electron Differentiation Increases Activity and Chemoselectivity.
J Am Chem Soc
September 2025
Department of Chemistry, Princeton University, Princeton, New Jersey 08544, United States.
The C-H functionalization of arenes mediated by well-defined bis(phosphine)-supported organometallic iron(III) complexes is described. One-electron oxidation of -(depe)Fe(CH) (depe = 1,2-bis(diethylphosphino)ethane) generated the corresponding isolable iron(III) dimethyl derivative that was unstable toward Fe-CH homolysis. Oxidation of the corresponding iron(II) bis(aryl) complex -(depe)Fe(tolyl) resulted in rapid reductive elimination of the biaryl with formation of iron(I).
View Article and Find Full Text PDFIron-Catalyzed Photochemical Defluorinative Functionalization of Polyfluorinated Aromatics.
Org Lett
September 2025
State Key Lab of Urban Water Resource and Environment, School of Science, Harbin Institute of Technology (Shenzhen), Shenzhen 518055, China.
Iron photocatalysis has emerged as a sustainable platform for C-H functionalization. This study describes a photocatalytic strategy for the selective defluorinative functionalization of polyfluorinated aromatics. The developed methodology enables selective defluorosulfonylation with sulfur dioxide and defluorinative alkylation with alkanes under visible light irradiation.
View Article and Find Full Text PDF