含硒吡喃酮和查尔酮的溶剂调控电化学合成综合实验设计  

Comprehensive Experimental Design for Solvent-Controlled Electrochemical Synthesis of Selenium-Containing Pyranone and Chalcone

作　　者：哈斯木江∙巴拉提 胡彩凤 黄雅雯 陈沐 胡新伟 阮志雄 Balati Hasimujiang;Caifeng Hu;Yawen Huang;Mu Chen;Xinwei Hu;Zhixiong Ruan(School of Pharmaceutical Sciences,Guangzhou Medical University,Guangzhou 511436,China)

机构地区：[1]广州医科大学药学院,广州511436

出　　处：《大学化学》2024年第12期273-283,共11页University Chemistry

基　　金：国家自然科学基金(22271067);广州医科大学2023年度本科教学质量与教学改革工程建设项(2023ZLGC065);博士后科研启动费(Q0301-133)。

摘　　要：电化学有机合成是一种环境友好、温和且高效的合成方法,被广泛用于氧化、还原以及氧化还原反应体系,表现出巨大的潜力。本实验以1-(2-甲氧基苯基)-3-苯基丙基-2-合-1-酮和二苯基二硒醚(PhSeSePh)为原料,通过溶剂调控电化学策略构筑C―Se键,分别合成含硒吡喃酮和查尔酮类化合物,以探究含硒化合物的新型电化学合成方法。我们结合课题组的科研成果,设计了一种溶剂调控的电化学合成含硒化合物的综合实验方案。该电化学实验涉及到初始原料的合成、电化学反应过程、循环伏安法测试、电化学产物的结构表征、晶体培养等丰富的实验操作环节,有助于提升学生的实验操作能力、硅胶柱层析法分离纯化技术,以及结构分析技能。该实验方案立足于绿色有机合成,综合应用有机化学与电化学交叉学科知识,开发含硒杂环化合物的新型合成方法。Electrochemical organic synthesis is an environmentally friendly,mild,and efficient methodology that has gained widespread acceptance in oxidation,reduction,and redox reaction systems,showcasing significant potential.This experiment focused on the synthesis of selenium-containing pyranones and chalcones using 1-(2-methoxyphenyl)-3-phenylpropyl-2-oxo-1-one and diphenyl diselenide(PhSeSePh)as starting materials,employing a solvent controlled electrochemical strategy to construct C―Se bonds and explore innovative electrochemical synthesis methods for selenium-containing compounds.Drawing on the research achievements of our group,we have designed a comprehensive experiment for the solvent-regulated electrochemical synthesis of these compounds.The experimental framework involves various operational steps,such as substrate preparation,electrochemical synthesis analysis,cyclic voltammetry studies,structural characterization of target products,and crystal cultivation.This handson approach enhances students’practical skills in experimental techniques,silica gel column chromatography separation and purification,and structural analysis.Our experimental design emphasizes green organic synthesis,integrating interdisciplinary knowledge from both organic chemistry and electrochemistry to develop novel synthetic methods for selenium-containing heterocyclic compounds.

关 键 词：电化学合成 吡喃酮 查尔酮 有机硒化物 综合实验 

分 类 号：G64[文化科学—高等教育学] O6[文化科学—教育学]