Li Lei, Fang Lili, Wu Weiping, Zhu Jin
School of Chemistry and Chemical Engineering, State Key Laboratory of Coordination Chemistry, Nanjing National Laboratory of Microstructures, Collaborative Innovation Center of Chemistry for Life Sciences, Nanjing University, Nanjing 210023, China.
Org Lett. 2020 Jul 17;22(14):5401-5406. doi: 10.1021/acs.orglett.0c01724. Epub 2020 Jul 6.
The visible light-driven organophotoredox catalysis is reported for the construction of vicinal quaternary carbon centers. Intermolecular conjugate addition of alkyl radicals, derived from 2,2-disubstituted dihydroquinazolinones, to Michael acceptors under blue light irradiation and rhodamine B catalysis allows the facile assembly of diverse, vicinal secondary/quaternary, tertiary/quaternary, and quaternary/quaternary carbon centers at room temperature. Our method provides a synthetically versatile protocol since both 2,2-disubstituted dihydroquinazolinones and Michael acceptors can be conveniently prepared from readily available ketones.
可见光驱动的有机光氧化还原催化被用于构建邻位季碳中心。在蓝光照射和罗丹明B催化下，源自2,2-二取代二氢喹唑啉酮的烷基自由基与迈克尔受体进行分子间共轭加成，能够在室温下轻松组装各种邻位二级/季碳、三级/季碳和季碳/季碳中心。我们的方法提供了一种合成用途广泛的方案，因为2,2-二取代二氢喹唑啉酮和迈克尔受体都可以方便地由易得的酮制备得到。
