铜催化2-苄基苯并咪唑衍生物氧气氧化反应的研究有机化学.pdfVIP

DOI: 10.6023/cjoc201501042 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 铜催化2-苄基苯并咪唑衍生物氧气氧化反应的研究 高 翯a 王瀚旸a 黄章杰a 姚丽萍b 彭进松a 陈春霞*,a (a 东北林业大学理学院 化学化工系 哈尔滨 150040) b ( 森林植物生态学教育部重点实验室 东北林业大学 哈尔滨 150040) 摘要 以 2-苄基苯并咪唑衍生物为反应原料, 详细探讨了在空气存在条件下铜催化苄位亚甲基氧化成相应酮的合成方 法. 研究结果表明, 以醋酸铜为催化剂, N,N-二甲基甲酰胺为溶剂、氢氧化钠为碱, 于 120 ℃下反应 24 h 可获得较高收 率的碳-氢氧化产物. 通过上述方法合成得到了系列 2-芳酰基苯并咪唑衍生物, 其结构经 1 13 H NMR 和 C NMR 表征. 关键词 铜催化; 苯并咪唑衍生物; 氧气; 氧化; 碳-氢键活化 Copper-Catalyzed Aerobic Oxidation of 2-Arylmethyl Benzimidazoles Gao, Hea Wang, Hanyanga Huang, Zhangjiea Yao, Lipingb Peng, Jinsonga Chen, Chunxia*,a a ( Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin 150040) b ( Key Laboratory of Forest Plant Ecology, Ministry of Education, Northeast Forestry University , Harbin 150040) Abstract Copper-catalyzed aerobic oxidation of 2-arylmethylidene-1H-benzo[d]imidazoles under air and basic conditions was examined in detail. With copper acetate as the catalyst and sodium hydroxide as the base in DMF at 120 ℃for 24 h, the reaction afforded the corresponding ketones via oxidation of benzylic C—H bond in good yields. Various 2-aryloyl- 1H-benzimidazole derivatives were synthesized by the ab