Max-Planck-Institut für Kohlenforschung , Kaiser-Wilhelm-Platz 1 , 45470 Mülheim an der Ruhr , Germany.
Institute of Organic Chemistry , RWTH Aachen , Landoltweg 1 , 52074 Aachen , Germany.
Org Lett. 2019 Jul 5;21(13):5363-5367. doi: 10.1021/acs.orglett.9b02054. Epub 2019 Jun 26.
Pyridones are important heteroaromatic scaffolds found in natural products and pharmaceuticals and are, therefore, of major interest in organic synthetic chemistry. Here we report the first C-H pyridonation of unactivated (hetero-)arenes, providing a methodology to directly access N-aryl-2- and 4-pyridones. Generation of pyridinium radical cations through single-electron reduction allows for the synthesis of pyridones on structurally complex molecules.
吡咯酮是天然产物和药物中重要的杂芳环骨架,因此在有机合成化学中具有重要的意义。在这里,我们首次报道了未活化(杂)芳环的 C-H 吡咯酮化反应,为直接构建 N-芳基-2-和 4-吡咯酮提供了一种方法。通过单电子还原生成的吡啶翁自由基阳离子允许在结构复杂的分子上合成吡咯酮。