Podrezova Ekaterina V, Okhina Alina A, Rogachev Artem D, Baykov Sergey V, Kirschning Andreas, Yusubov Mekhman S, Soldatova Natalia S, Postnikov Pavel S
Research School of Chemistry and Applied Biomedical Sciences, Tomsk Polytechnic University, Tomsk 634034, Russia.
N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, acad. Lavrentiev ave., 9, Novosibirsk 630090, Russia.
Org Biomol Chem. 2023 Mar 1;21(9):1952-1957. doi: 10.1039/d2ob02122f.
The arylation of azaheterocycles can be considered as one of the most important processes for the preparation of various biologically active compounds. In the present work, we describe a method for the copper-catalyzed -arylation of hindered oxazolidinones using diaryliodonium salts. The method succeeds in good to excellent yields for the arylation of 4-alkyloxazolidinones, including sterically hindered isopropyl- and -butyl-substituted. The efficiency of the method was demonstrated for a wide range of diaryliodonium salts - symmetric and unsymmetric as well as -substituted derivatives. The developed approach will provide an important contribution in the development and preparation of novel drugs and bioactive molecules containing oxazolidinone moieties.
氮杂环的芳基化可被视为制备各种生物活性化合物最重要的过程之一。在本工作中，我们描述了一种使用二芳基碘鎓盐对受阻恶唑烷酮进行铜催化的芳基化方法。该方法成功地以良好至优异的产率实现了4-烷基恶唑烷酮的芳基化，包括空间位阻较大的异丙基和叔丁基取代的恶唑烷酮。该方法对多种二芳基碘鎓盐（对称和不对称的以及含取代基的衍生物）均显示出高效性。所开发的方法将为含有恶唑烷酮部分的新型药物和生物活性分子的开发与制备做出重要贡献。
