赣南医科大学学报2025，Vol.45Issue(12)：1146-1151,1184,7.DOI:10.3969/j.issn.2097-7174.2025.12.004
二溴海因介导喹喔啉-2(1H)-酮类化合物C7位选择性溴化
DBDMH-mediated selective bromination at the C7 position of quinoxalin-2(1H)-ones
摘要
Abstract
Objective:To explore a synthetic method for the selective direct bromination at the C7 position of quinoxalin-2(1H)-ones.Methods:Quinoxalin-2(1H)-one derivatives were used as raw materials,and 1,3-dibromo-5,5-dimethylhydantoin(DBDMH)was employed as the brominating reagent to synthesize 7-bromo-quinoxalin-2(1H)-one derivatives without a metal catalyst.Results:The optimal reaction conditions for obtaining 7-bromo-quinoxalin-2(1H)-one derivatives were determined as follows:the dosage of DBDMH was 0.6 equiv.,methanesulfonic acid(MAS)was used as the additive,ethanol as the solvent,the reaction temperature was 60℃,and the reaction time was 3 hours.The structure of the target compound was confirmed by ¹H NMR,¹³C NMR,and HR-MS.Conclusion:This study used inexpensive and readily available DBDMH as a bromination reagent to achieve simple and efficient direct halogenation at the C7 position of quinoxalin-2(1H)-one derivatives.This method features mild reaction conditions,simple operation,and regioselectivity,which may have potential application value in the late-stage modification of natural products and drug molecules.关键词
喹喔啉-2(1H)-酮/二溴海因/区域选择性/溴化Key words
Quinoxalin-2(1H)-one/1,3-Dibromo-5,5-dimethylhydantoin(DBDMH)/Regioselectivity/Bromination分类
化学化工引用本文复制引用
胡若颖,陈腾文,郑力升,郭景炜,何宇雨,洪朝国,杨凯,刘昭文..二溴海因介导喹喔啉-2(1H)-酮类化合物C7位选择性溴化[J].赣南医科大学学报,2025,45(12):1146-1151,1184,7.基金项目
江西省科技厅自然科学基金面上项目(编号:20224BAB203010) （编号:20224BAB203010）
