可见光诱导铁催化氮杂环的羟甲基化
Visible-Light Induced Iron-Catalyzed Hydroxymethylation of N-Heterocycles
傅艳华 1徐畅 1张超 1王怡莎 1冯高峰1
作者信息
- 1. 绍兴文理学院 浙江省精细化学品绿色替代技术研究重点实验室 浙江绍兴 312000
- 折叠
摘要
以甲醇为羟甲基化试剂,发展了一种铁催化可见光诱导氮杂环羟甲基化新方法.以FeCl3为催化剂,2-甲基异烟酸为配体,对甲苯磺酸为酸,空气为氧化剂,甲醇和水为溶剂,在可见光(427nm)诱导下实现了多种取代喹啉、异喹啉、吡啶、苯并噻唑和伏立康唑的羟甲基化,展现了该方法优秀的底物普适性.该方法具有反应条件绿色、反应原子经济性好及操作简单等优点,在药物分子或生物活性分子后续结构修饰中具有潜在的应用价值.
Abstract
A new strategy for iron-catalyzed visible-light induced hydroxymethylation of N-heterocycles with methanol under mild conditions was developed.By employing FeCl3 as the catalyst,2-methylisonicotinic acid as the ligand,TsOH as the acid,air as the oxidant,and aqueous MeOH as the solvent,varieties of substituted quinolines,isoquinolines,pyridines,benzothia-zole and voriconazole were hydroxymethylated smoothly in good to excellent yields,exhibiting good substrate scope.This strategy features green reaction conditions,excellent atom-economy and simple operations.It has potential applicable value in late-stage structure modification of drug molecule.
关键词
铁催化/羟甲基化/可见光催化/氮杂环Key words
iron catalysis/hydroxymethylation/visible-light catalysis/N-heterocycle引用本文复制引用
基金项目
国家自然科学基金(21676166)
国家自然科学基金(21302130)
出版年
2024
NETL
NSTL
万方数据