金(iii)催化的叠氮炔环化/O-H 插入级联反应在快速构建 3-烷氧基-4-喹啉酮骨架中的应用。
Gold(iii)-catalyzed azide-yne cyclization/O-H insertion cascade reaction for the expeditious construction of 3-alkoxy-4-quinolinone frameworks.
机构信息
Guangdong Key Laboratory of Chiral Molecule and Drug Discovery, School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, Guangdong 510006, China.
College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, China.
出版信息
Org Biomol Chem. 2020 May 27;18(20):3888-3892. doi: 10.1039/d0ob00745e.
A gold-catalyzed 6-endo-dig azide-yne cyclization/O-H insertion cascade reaction of azide-tethered alkynes with alcohols has been developed, and it provides an expeditious access to 3-alkoxy-4-quinoline derivatives in good to high yields under mild and neutral reaction conditions with broad substrate generality. The utility of this method is emphasized by a scalable experiment and concise total synthesis of a bioactive natural product Leiokinine A, and other bioactive quinoline analogs.
一种金催化的叠氮-炔环化/O-H 插入级联反应，已经被开发出来了，它可以在温和、中性的反应条件下，以良好到优秀的收率，从带有叠氮基的炔烃和醇类快速合成 3-烷氧基-4-喹啉衍生物，底物适用范围广泛。该方法的实用性通过一个可扩大规模的实验和生物活性天然产物 Leiokinine A 的简洁全合成，以及其他生物活性喹啉类似物得到了强调。
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