Department of Chemistry, University of York , York YO10 5DD, U.K.
Org Lett. 2017 Feb 17;19(4):874-877. doi: 10.1021/acs.orglett.7b00022. Epub 2017 Jan 30.
The first reductive generation of carbamoyl radicals using photoredox catalysis for their formation is reported. This approach facilitated the development of a redox-neutral synthesis of functionalized 3,4-dihydroquinolin-2-ones via the novel intermolecular addition-cyclization of carbamoyl radicals across electron-deficient alkenes. To illustrate the versatility of this reaction, a diverse collection of 3,4-dihydroquinolin-2-ones, including fused cyclic and spirocyclic systems inspired by natural products, has been prepared.
本文首次报道了光氧化还原催化生成碳酰胺自由基的还原代反应。这种方法促进了通过碳酰胺自由基与缺电子烯烃的新型分子间加成-环化反应,实现了官能化的 3,4-二氢喹啉-2-酮的还原中性合成。为了说明该反应的多功能性,合成了包括天然产物中受启发的稠环和螺环系统在内的各种 3,4-二氢喹啉-2-酮。