通过PIDA介导的分子内氧化C-N键形成反应从烯胺酮直接合成喹喔啉。
PIDA-mediated intramolecular oxidative C-N bond formation for the direct synthesis of quinoxalines from enaminones.
作者信息
Zhang Hong, Shen Jinhai, Yang Zhenhui, Cui Xiuling
机构信息
Engineering Research Center of Molecular Medicine of Ministry of Education, Key Laboratory of Fujian Molecular Medicine, Key Laboratory of Xiamen Marine and Gene Drugs, School of Biomedical Sciences, Huaqiao University Xiamen 361021 P. R. China
出版信息
RSC Adv. 2019 Mar 7;9(14):7718-7722. doi: 10.1039/c9ra01200a. eCollection 2019 Mar 6.
A intramolecular oxidative C(sp)-N bond formation mediated by hypervalent iodine(iii) to obtain quinoxalines from readily available -(2-acetaminophenyl)enaminones was developed. A tandem process involving PIDA-mediated intramolecular condensation cyclization and a subsequent elimination was postulated, which was highly efficient and metal-free under mild conditions. Moreover, flexible structural modifications of quinoxalines bearing carbonyl groups are of interest for further transformations as building blocks in organic synthesis.
开发了一种由高价碘（III）介导的分子内氧化C（sp）-N键形成反应，可从容易获得的α-（2-乙酰氨基苯基）烯胺酮制备喹喔啉。推测这是一个涉及PIDA介导的分子内缩合环化和随后消除反应的串联过程，该过程在温和条件下高效且无金属。此外，带有羰基的喹喔啉的灵活结构修饰作为有机合成中的构建块，对于进一步转化具有重要意义。
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