大学化学2024，Vol.39Issue(5)：388-395,8.DOI:10.3866/PKU.DXHX202312016
氮杂环卡宾催化醛与亚硝基化合物的酰胺合成
N-Heterocyclic Carbene(NHC)-Catalyzed Amidation of Aldehydes with Nitroso Compounds
摘要
Abstract
Amidation synthesis stands as a significant area in organic chemistry.Incorporating cutting-edge amidation methods into basic organic chemistry laboratory teaching can enhance educational content and foster integration between undergraduate teaching and research achievements.Herein,we report an experiment focusing on the umpolung of aldehydes catalyzed by N-heterocyclic carbene(NHC)for amide synthesis.Utilizing benzaldehyde and nitrosobenzene as substrates,N-hydroxy-N-phenylbenzoylamide was efficiently synthesized under anhydrous and oxygen-free conditions.The reaction progress was monitored via thin-layer chromatography(TLC),and the product structure was confirmed by infrared and nuclear magnetic resonance spectroscopy.This experiment offers simplicity in operation,mild reaction conditions,high atom economy,and excellent repeatability,rendering it highly suitable for undergraduate laboratory teaching.By amalgamating the pivotal concept of umpolung with the cutting-edge science of N-heterocyclic carbene catalysis,this experiment aims to stimulate and nurture students'interest in scientific inquiry.关键词
酰胺/氮杂环卡宾/醛/极性反转/绿色合成Key words
Amide/N-heterocyclic carbene/Aldehyde/Umpolung/Green synthesis分类
社会科学引用本文复制引用
李驰,万继超,龙淇羽,吕辉,熊英..氮杂环卡宾催化醛与亚硝基化合物的酰胺合成[J].大学化学,2024,39(5):388-395,8.基金项目
武汉大学化学一流本科专业建设项目 （）
