Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou, 310014, P. R. China.
College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou, 310014, P. R. China.
Chem Asian J. 2019 Oct 1;14(19):3344-3349. doi: 10.1002/asia.201900904. Epub 2019 Sep 3.
A novel visible-light-driven decarboxylative coupling of alkyl N-hydroxyphthalimide esters (NHP esters) with quinoxalin-2(1H)-ones has been developed. This C(sp )-C(sp ) bond-forming transformation exhibits excellent substrate generality with respect to both the coupling partners. Of note, a series of 3-primary alkyl-substituted quinoxalin-2(1H)-ones that were difficult to synthesize by previous methods could be obtained in moderate to excellent yields. Additionally, the mild conditions, easy availability of substrates, wide functional group tolerance and operational simplicity make this protocol practical in the synthesis of 3-alkylated quinoxalin-2(1H)-ones.
一种新型可见光驱动的烷基 N-羟基邻苯二甲酰亚胺酯(NHP 酯)与喹喔啉-2(1H)-酮的脱羧偶联反应已经被开发出来。这种 C(sp )-C(sp ) 键形成转化对于两种偶联伙伴都表现出极好的底物通用性。值得注意的是,通过先前的方法难以合成的一系列 3-一级烷基取代的喹喔啉-2(1H)-酮可以以中等至优异的收率获得。此外,温和的条件、底物的易得性、广泛的官能团容忍性和操作简单性使得该方法在 3-烷基化喹喔啉-2(1H)-酮的合成中具有实际应用价值。