Key Laboratory of Eco-Environment-Related Polymer Materials Ministry of Education, College of Chemistry and Chemical Engineering , Northwest Normal University , Lanzhou , Gansu 730070 , China.
Org Lett. 2018 Aug 3;20(15):4649-4653. doi: 10.1021/acs.orglett.8b01941. Epub 2018 Jul 23.
The double-oxidative dehydrogenative (DOD) cyclization represents one of the most straightforward and atom-economical methods for cyclic structure formation. A Cu(II)/DDQ/O system-catalyzed DOD [4 + 2]-annulation/oxidative aromatization tandem reaction of readily available glycine derivatives and alkylbenzenes was established. This approach facilitates rapid access to a broad scope of substituted quinoline-2-carboxylate derivatives, an important motif in drug discovery. The reaction could feasibly be applied to a 10 gram-scale synthesis.
双氧化脱氢（DOD）环化反应是形成环状结构最直接、最原子经济性的方法之一。本文建立了一种铜（II）/DDQ/O 体系催化的 DOD [4 + 2]-环化/氧化芳构化串联反应，该反应以易得的甘氨酸衍生物和烷基苯为原料。这种方法可以快速构建具有广泛取代基的喹啉-2-羧酸酯衍生物，这是药物发现中的重要结构。该反应可以在 10 克规模的合成中有效地进行。
