Visible light-induced direct and highly selective C–H functionalization of quinoxalin-2(1<i>H</i>)-one without orientating group
作者:Huiqing Hou、Changsheng Wang、Xin Cheng、Houzheng Chen、Weiming Sun、Zhiqiang Zheng、Fang Ke
DOI:10.1039/d2cy01640k
日期:——
Using eosin Y and KI as photocatalysts to facilitate the conversion of quinoxaline-2(1H)-one and phenylhydrazine hydrochloride compounds into corresponding 3-arylated quinoxaline-2(1H)-one with high selectivity by a one-pot method under air condition, a simple and efficient synthesis method has been developed. The key feature of this protocol is the C3 arylation of quinoxaline-2(1H)-one, which lacks
以曙红Y和KI为光催化剂促进喹喔啉-2(1 H )-酮和苯肼盐酸盐化合物在空气下通过一锅法高选择性转化为相应的3-芳基化喹喔啉-2(1 H )-酮条件下,开发了一种简单高效的合成方法。该方案的关键特征是喹喔啉-2(1 H )-one 的 C3 芳基化,它缺乏定向基团,通过 Minisci 反应介导的 C-H 功能化具有高 C-H选择性。机理研究表明,KI 与曙红 Y 协同裂解苯肼的 C-N 键,在温和的光激发下促进苯自由基的形成,然后与缺电子的喹喔啉-2(1H )-one通过自由基取代反应,为quinoxalin-2(1 H )-one及其衍生物的直接C-H 3-芳基化提供了一种简单有效的方法。