甲醛次硫酸氢钠二水合物促进的醌芳基化反应  

Rongalite Promoted Arylation of Benzoquinone

作　　者：徐敏潇 王亮 陈成芳 XU Min-Xiao;WANG Liang;CHEN Cheng-Fang(Security Clearance Lab,Jiangsu Police Institute,Nanjing 210031,China;School of Chemical and Pharmaceutical Engineering,Changzhou Vocational Institute of Engineering,Changzhou 213164,China;Shandong Tian Bao Chemical Co.LTD,Pingyi 273300,China)

机构地区：[1]江苏警官学院安检排爆实验室,南京210031 [2]常州工程职业技术学院化工与制药工程学院,常州213164 [3]山东天宝化工股份有限公司,平邑273300

出　　处：《应用化学》2023年第3期413-419,共7页Chinese Journal of Applied Chemistry

基　　金：中国博士后科学基金(No.2018M632289);江苏省“333”高层次人才项目资助。

摘　　要：以甲醛次硫酸氢钠二水合物(rongalite)为电子供体,碘代芳烃为芳基化试剂,在温和条件下实现了醌的芳基化反应。以苯醌和对硝基碘苯的反应为模板反应,考察了碱、溶剂、温度和物料比等对反应的影响。结果表明,最佳合成条件为:对硝基碘苯(0.2 mmol),苯醌(1 mmol),甲醛次硫酸氢钠二水合物(0.4 mmol),氢氧化钾(0.6 mmol),DMSO(1 mL),氮气氛围,80℃,反应24 h。在该条件下,目标产物收率可达82%。该反应体系对不同的碘代芳烃和醌均表现出了良好的适用性,收率在62%~84%之间。The arylation reaction of benzoquinone using aryl iodides as the arylating reagent and rongalite(hydroxymethanesulfinic acid monosodium salt dihydrate)as the super electron donor has been developed under mild conditions.The reaction conditions are optimized using 4-iodonitrobenzene and benzoquinone as the model substrates.The effects of base,solvent,reaction temperature and substrate ratio on the reaction are investigated.Results show that the optimum reaction condition is as follows:4-iodonitrobenzene(0.2 mmol),benzoquinone(1 mmol),rongalite(0.4 mmol),potassium hydroxide(0.6 mmol),DMSO(1 mL),nitrogen atmosphere,80℃24 h.Under this condition,the yield of the target product could reach up to 82%.Other aryl iodides and quinones also show good compatibilities,affording the corresponding products in 62%~84%yields.

关 键 词：自由基反应 芳基化 苯醌 碘代芳烃 甲醛次硫酸氢钠二水合物。 

分 类 号：O621.[理学—有机化学]