Copper-Catalyzed Aerobic Oxidation of 2-Arylmethyl Benzimidazoles

doi:10.6023/cjoc201501042

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (8): 1707-1714.DOI: 10.6023/cjoc201501042 Previous Articles Next Articles

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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

收稿日期:2015-01-29 修回日期:2015-03-14 发布日期:2015-04-17
通讯作者: 陈春霞 E-mail:ccx1759@163.com
基金资助:
中央高校基本科研业务费专项基金(No. 2572014DB04), 国家自然科学基金(Nos. 31300286; 31400294)资助项目.

Copper-Catalyzed Aerobic Oxidation of 2-Arylmethyl Benzimidazoles

Gao He^a, Wang Hanyang^a, Huang Zhangjie^a, Yao Liping^b, Peng Jinsong^a, 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

Received:2015-01-29 Revised:2015-03-14 Published:2015-04-17
Supported by:
Project supported by the Fundamental Research Funds for the Central Universities (No. 2572014DB04) and the National Natural Science Foundation of China (Nos. 31300286, 31400294).

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 above method, and the structure was characterized by ¹H NMR and ¹³C NMR.

Key words: copper-catalyzed, benzimidazoles, oxygen, oxidation, C—H bond activation

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Gao He, Wang Hanyang, Huang Zhangjie, Yao Liping, Peng Jinsong, Chen Chunxia. Copper-Catalyzed Aerobic Oxidation of 2-Arylmethyl Benzimidazoles[J]. Chin. J. Org. Chem., 2015, 35(8): 1707-1714.

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铜催化2-苄基苯并咪唑衍生物氧气氧化反应的研究

Copper-Catalyzed Aerobic Oxidation of 2-Arylmethyl Benzimidazoles

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