Zhao Yating, Shi Chengcheng, Su Xing, Xia Wujiong
College of Chemical and Material Engineering, Quzhou University, Quzhou, 324000, China.
Chem Commun (Camb). 2020 May 14;56(39):5259-5262. doi: 10.1039/d0cc01333a. Epub 2020 Apr 9.
Herein a metal-free approach for the synthesis of isoquinolone derivatives by means of photoinitiated deaminative [4+2] annulation of alkynes and N-amidepyridinium salts is described. This protocol exhibits a broad scope and good functional group tolerance and regioselectivity under benign reaction conditions. Preliminary studies suggest that the critical amide radical is derived from the photocatalytic cleavage of the N-N bond of the N-amidepyridinium salt, which adds to the triple bond of the alkyne and undergoes the annulation process to afford the desired isoquinolones.
本文描述了一种通过光引发炔烃与N-酰胺吡啶鎓盐的脱氨基[4+2]环化反应来合成异喹啉酮衍生物的无金属方法。该方案在温和的反应条件下具有广泛的适用范围、良好的官能团耐受性和区域选择性。初步研究表明，关键的酰胺自由基源自N-酰胺吡啶鎓盐N-N键的光催化裂解，该自由基加成到炔烃的三键上并经历环化过程以得到所需的异喹啉酮。
