N-甲基苯胺类化合物与二醋酸碘苯在水相中的反应研究  

Study on the Reaction of N-methylaniline with Phenyl-λ~3-iodanediyl Diacetate in Water

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作  者:张周晔 黄素萍 王清 曾润生 ZHANG Zhou-ye;HUANG Su-ping;WANG Qing;ZENG Run-sheng(Key Laboratory of Organic Synthesis of Jiangsu Province,College of Chemistry Chemical Engineering and Materials Science,Soochow University,Suzhou 215123,China)

机构地区:[1]苏州大学材料与化学化工学部江苏省有机合成重点实验室,江苏苏州215123

出  处:《合成化学》2018年第9期673-677,683,共6页Chinese Journal of Synthetic Chemistry

基  金:江苏省科技厅前瞻性项目(BY2015039-08)

摘  要:首次报道了水相中二醋酸碘苯(PIDA)氧化取代N-甲基苯胺合成多取代苯肼和2-位取代苯醌的反应,合成了8个苯肼类化合物和4个苯醌类化合物,其中化合物2i为新化合物,其结构经~1H NMR,^(13)C NMR和HR-MS表征。以N-甲基苯胺为底物对反应条件进行了优化,最佳反应条件为:氢氧化钠2 eq.,PIDA 2 eq.,水为反应溶剂,于室温反应3 h。并对反应机理进行了探讨。The novel oxidation reaction of phenyl- λ 3 -iodanediyl diacetate(PIDA) with substituted N -methylanilines in water was achieved to afford eight phenylhydrazines and four benzoquinones compounds. Among them, 2i was a new compound. The structures were characterized by 1 H NMR, 13 C NMR and HR-MS. The reaction conditions were optimized with N -methylaniline as substrate. The optimum reaction conditions were as followed: sodium hydroxide 2 eq., PIDA 2 eq., H 2 O as reaction solvent, reaction at room temperature for 3 h. The reaction mechanism was also discussed.

关 键 词:苯肼 苯醌 二醋酸碘苯 N-甲基苯胺 氧化 合成 

分 类 号:O62[理学—有机化学]

 

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