Site Selective Concerted Nucleophilic Aromatic Substitutions of Azole-Ligated Diaryliodonium Salts
Vlasenko Y.A. Kuczmera T.J. Antonkin N.S. Valiev R.R. Postnikov P.S. Nachtsheim B.J.
21 February 2023John Wiley and Sons Inc
Advanced Synthesis and Catalysis
2023#365Issue 4535 - 543 pp.
Diaryliodonium salts are electrophilic arylation reagents in transition metal-catalyzed and transition metal-free reaction methods. Herein we present the application of azole-stabilized diaryliodonium salts with additional thiophene-2-yl-ligands as substrates for metal-free nucleophilic arylations. Besides their synthesis, we demonstrate their application in chemoselective nitrations, oxygenations, aminations as well as thiolations under umpolung conditions. Convenient one-pot procedures based on their in situ formation are also discussed. (Figure presented.).
Arylation , Hypervalent iodine , Iodonium salts , N-heterocycles , Nitration
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Research School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, Tomsk, 634050, Russian Federation
Institut für Organische und Analytische Chemie, Universität Bremen, Leobener Straße NW2C, Bremen, 28359, Germany
Al Farabi Kazakh National University, Almaty, 050040, Kazakhstan
Kazan Federal University, Republic of Tatarstan, Kazan, 420008, Russian Federation
Department of Solid State Engineering, Institute of Chemical Technology, Prague, 16628, Czech Republic
Research School of Chemistry and Applied Biomedical Sciences
Institut für Organische und Analytische Chemie
Al Farabi Kazakh National University
Kazan Federal University
Department of Solid State Engineering
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