A novel and efficient metal- and solvent-free regioselective para-C-H cyanation of hydroxy-, alkoxy-, and benzyloxyarene derivatives has been introduced, using nontoxic potassium thiocyanate as a cyanating reagent in the presence of silica sulfuric acid (SSA). The desired products are obtained in good to high yields without any toxic byproducts.
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http://dx.doi.org/10.1021/acs.joc.8b02191 | DOI Listing |
Talanta
January 2025
Dipartimento di Chimica e Biologia "A. Zambelli", Università degli Studi di Salerno, Via Giovanni Paolo II 132, 84084, Fisciano, (SA), Italy.
Despite intense investigation on the subject, the information available on the antioxidant capacity of natural coumarins and furanocoumarins is controversial. In the present study the antioxidant capacity of 19 pure naturally occurring compounds, among which 5 coumarins and 14 furanocoumarins is determined, using both the coulometrically determined antioxidant capacity (CDAC) and linear sweep voltammetry (LSV). None of the coumarins and furanocoumarins assayed exhibited appreciable scavenging activity against the DPPH radical.
View Article and Find Full Text PDFJ Org Chem
January 2025
Laboratory of Bioorganic Chemistry and Chemical Biology, Center for Nanotechnology, Heisenbergstrasse 11, 48149 Münster, Germany.
Xanthine nucleosides play a significant role in the expansion of the four-letter genetic code. Herein, 7-functionalized 8-aza-7-deazaxanthine ribo- and 2'-deoxyribonucleosides are described. 2-Amino-6-alkoxy nucleosides were converted to halogenated 8-aza-7-deazaxanthine nucleosides by deamination followed by hydroxy/alkoxy substitution.
View Article and Find Full Text PDFEur J Med Chem
February 2025
Korean Medical Research Center for Healthy Aging, Pusan National University, Yangsan, Gyeongnam, 50612, Republic of Korea; Department of Korean Medical Science, School of Korean Medicine, Pusan National University, Yangsan, Gyeongnam, 50612, Republic of Korea. Electronic address:
Inhibition of lactate dehydrogenase (LDH) has emerged as a promising cancer therapy strategy due to its essential role in the metabolic transformation of cancer cells. In this study, 53 derivatives of 1-hydroxy(and 1-alkoxy, 1-acyloxy)indoles were designed, synthesized, and biologically evaluated. Several multi-substituted 1-hydroxy(and 1-alkoxy, 1-acyloxy)indole compounds exhibited inhibitory activity against the LDH-A isoform (LDHA).
View Article and Find Full Text PDFRSC Adv
October 2024
College of Pharmacy, Chongqing Research Center for Pharmaceutical Engineering, Chongqing Medical University No. 1 Yixueyuan Road Chongqing 400016 P. R. China
An efficient amidation of electron-rich arenes using NFSI as a nitrogen source has been successfully disclosed. This amidation process can be easily conducted at elevated temperatures, without the need for catalysts or additives. A wide range of arenes substituted with hydroxy, alkoxy, or carbonyl groups were found to be compatible, yielding the desired amination products.
View Article and Find Full Text PDFJ Org Chem
November 2024
School of Chemistry, Indian Institute of Science Education and Research, Thiruvananthapuram, Kerala 695551, India.
This study demonstrates the direct conversion of vinylogous esters into selectively protected 6-acyl resorcinols (4-alkoxy/aryloxy-2-hydroxy arylketones) in a regiospecific manner. Resorcinyl ketones are first-time synthesized, diverging from their traditional roots, originating from non-benzenoid pool materials. Converting cyclohexenones into phenol- or resorcinol-based arylketones remains challenging due to the stability and reactivity issues of intermediate products.
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