电催化N-芳基甘氨酸和苯并[e][1,2,3]噁噻嗪-2,2-二氧化物的串联脱羧环化反应
Electrocatalysis Decarboxylative Annulation of Benzol[e][1,2,3]-oxathiazine-2,2-dioxides with N-Arylglycines
何蔺恒 1夏稳 2周玉祥 3于贤勇2
作者信息
- 1. 湖南工程学院电气与信息工程学院 湖南湘潭 411104
- 2. 湖南科技大学 理论有机化学与功能分子教育部重点实验室 湖南湘潭 411201
- 3. 四川大学化学学院 成都 610064
- 折叠
摘要
苯并[e]咪唑[1,5-c][1,2,3]并噁噻嗪-5,5-二氧化物是一类高价值的稠氮杂环化合物,具有重要的生物活性和药理活性.报道了一种电化学促进的苯并[e][1,2,3]噁噻嗪-2,2-二氧化物和N-芳基甘氨酸的串联脱羧偶联/成环反应,合成了一系列苯并[e]咪唑[1,5-c][1,2,3]并噁噻嗪-5,5-二氧化物.该反应具有条件温和绿色,操作简便,产率高,官能团兼容性好,易放大等优点,具有较高的应用价值.
Abstract
Benzo[e]imidazo[1,2,3]oxathiazine-5,5-dioxides are a significant class of fused N-heterocycles,possessing diverse biological and pharmacological activities.In this paper,a novel method for the synthesis of benzo[e]imidazo[1,2,3]oxathia-zine-5,5-dioxides through electrochemical cascade decarboxylative coupling/annulation of benzol[e][1,2,3]oxathiazine-2,2-dioxides with N-arylglycines was reported.A wide variety of benzo[e]imidazo[1,2,3]oxathiazine-5,5-dioxides were effi-ciently constructed in good to excellent yields.This strategy offers notable benefits,such as gentle and environmentally friendly conditions,operational simplicity,impressive yields,excellent tolerance towards various functional groups,and straightforward scalability,making it highly valuable for practical applications.
关键词
有机电化学合成/串联反应/脱羧偶联/成环反应/N-芳基甘氨酸Key words
organic electrochemical synthesis/cascade reaction/decarboxylative coupling/annulation reaction/N-arylgly-cines引用本文复制引用
基金项目
湖南省科技创新项目(2021RC5028)
出版年
2024
NETL
NSTL
万方数据