Zeng Shaogao, Fang Songlin, Cai Haiping, Wang Dong, Liu Weiliang, Hu Xinwei, Sun Pinghua, Ruan Zhixiong
International Cooperative Laboratory of Traditional Chinese Medicine Modernization, Innovative Drug Development of Chinese Ministry of Education, College of Pharmacy, Jinan University, Guangzhou, 510632, P.R. China.
Guangzhou Municipal and Guangdong Provincial Key Laboratory of Molecular Target & Clinical Pharmacology, The NMPA and State Key Laboratory of Respiratory Disease, School of Pharmaceutical Sciences and the Fifth Affiliated Hospital, Guangzhou Medical University, Guangzhou, 511436, P.R. China.
Chem Asian J. 2022 Oct 17;17(20):e202200762. doi: 10.1002/asia.202200762. Epub 2022 Sep 8.
A novel selenium-electrocatalytic intramolecular cyclization of 2-vinylanilides for synthesis of functionalized indoles and azaindoles has been developed. In contrast to the previous synthetic methods, this sustainable protocol enabled unparalleled broad substrates scope for viable indoles with highly functional and sensitive groups by employing recyclable selenium catalyst, under mild, metal- and external-oxidant-free conditions. The approach can be used to the late-stage modification of complex bioactive molecular system, thereby setting the stage for versatile syntheses of decorated indoles with peptide labeling. A plausible catalytic pathway was proposed.
已开发出一种用于合成功能化吲哚和氮杂吲哚的新型2-乙烯基苯胺的硒电催化分子内环化反应。与先前的合成方法相比，该可持续方案通过使用可循环的硒催化剂，在温和、无金属和无外部氧化剂的条件下，为具有高官能团和敏感基团的可行吲哚提供了无与伦比的广泛底物范围。该方法可用于复杂生物活性分子系统的后期修饰，从而为肽标记修饰吲哚的通用合成奠定基础。提出了一种合理的催化途径。
