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通过α-亚氨基氧基酸的电化学脱羧反应生成亚氨基自由基:吲哚稠合多环化合物的构建

Iminyl-radicals by electrochemical decarboxylation of α-imino-oxy acids: construction of indole-fused polycyclics.

作者信息

Wan Jin-Lin, Cui Jian-Feng, Zhong Wei-Qiang, Huang Jing-Mei

机构信息

Key Laboratory of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou, Guangdong 510640, China.

出版信息

Chem Commun (Camb). 2021 Oct 5;57(79):10242-10245. doi: 10.1039/d1cc03891e.

DOI:10.1039/d1cc03891e
PMID:34528040
Abstract

Iminyl radicals are reactive intermediates that can be used for the construction of various valuable heterocycles. Herein, the electrochemical decarboxylation of α-imino-oxy acids for the generation of iminyl radicals has been accomplished under exogenous-oxidant- and metal-free conditions through the use of BuNBr as a mediator. The resulting iminyl radicals undergo intramolecular cyclization smoothly with the adjacent (hetero)arenes to afford a series of indole-fused polycyclic compounds.

摘要

亚胺基自由基是可用于构建各种有价值杂环的反应中间体。在此,通过使用BuNBr作为介质,在无外源氧化剂和无金属的条件下实现了α-亚胺氧基酸的电化学脱羧以生成亚胺基自由基。生成的亚胺基自由基与相邻的(杂)芳烃顺利进行分子内环化,得到一系列吲哚稠合的多环化合物。

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