The synthesis of functionalized styrene derivatives can be readily achieved utilizing a Suzuki cross-coupling protocol between aryl halides and 2,4,6-trivinylcyclotriboroxane-pyridine complex. The scope and limitations of the procedure were demonstrated by investigation of an array of ortho-substituted aryl halides.
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http://dx.doi.org/10.1021/jo020074o | DOI Listing |
Ind Eng Chem Res
January 2025
Department of Chemistry, Physics, and Materials Science, Fayetteville State University, Fayetteville, North Carolina 28301, United States.
An efficient Suzuki cross-coupling reaction under continuous flow conditions was developed utilizing an immobilized solid supported catalyst consisting of bimetallic nickel-palladium nanoparticles (Ni-Pd/MWCNTs). In this process, the reactants can be continuously pumped into a catalyst bed at a high flow rate of 0.6 mL/min and the temperature of 130 °C while the Suzuki products are recovered in high steady-state yields for prolonged continuous processing.
View Article and Find Full Text PDFSci Rep
January 2025
College of Pharmacy, The Islamic University, Najaf, Iraq.
Palladium nanoparticles were supported on L-H-functionalized KIT-6 (KIT-6@L-H-Pd) and evaluated using various characterization techniques such as TGA, FT-IR, SEM, XRD, EDS, and BET. KIT-6@L-H-Pd showed excellent catalytic performance as a recyclable nanocatalyst for the oxidation of sulfides to sulfoxides and the amination of aryl halides. This approach offers multiple benefits, including the use of readily available and cost-effective materials, a straightforward procedure, short reaction durations, high yields, and a catalyst that is easy to separate and reuse.
View Article and Find Full Text PDFOrg Lett
January 2025
Department of Chemistry, University of Wisconsin-Madison, 1101 University Ave, Madison, Wisconsin 53706, United States.
Although alkyl alcohols and aryl chlorides are the two most abundant substrate pools for cross-electrophile coupling, methods to couple them remain limited. Herein we demonstrate a simple procedure for the in situ deoxychlorination of alcohols followed by XEC with aryl chlorides. A broad substrate scope can be achieved by tuning the rate of the reaction via halide exchange.
View Article and Find Full Text PDFACS Catal
January 2025
Department of Pure and Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow G1 1XL, United Kingdom.
An aryl radical assay is used to provide information about the formation of aryl radicals from aryl halides in coupling reactions to arenes in the presence of palladium sources and under LED irradiation (λ = 456 nm). The assay uses 2-halo--xylenes as substrates. Aryl radical formation is indicated both by a defined product composition and by signature deuterium isotope effects.
View Article and Find Full Text PDFChemistry
January 2025
Janssen Pharmaceutica NV, chemcial process R&D, BELGIUM.
The manuscript describes the development of an efficient synthetic route to cinnolines, facilitating faster access to JNJ-8003 related Respiratory Syncytial Virus (RSV) non-nucleoside (NNI) inhibitors. Starting from correctly functionalized aryl halides, a Sonogashira reaction followed by SNAr reaction with hydrazine 1,2-dicabroxylate reagents provided dihydrocinnolines directly via in situ 6-endo-dig cyclization. The dihydrocinnolines were conveniently transformed to corresponding cinnolines in one step.
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