杨鹏辉,孙伟.化学通报,2015,78(12):1170-1172.
新型苯并咪唑取代的丙烯腈衍生物的催化合成
Catalyzed Synthesis of New Benzimidazole Acrylonitrile Derivatives
投稿时间:2015-05-25  修订日期:2015-07-03
DOI:
中文关键词:  2-腈甲基苯并咪唑  Knoevenagel反应  合成
英文关键词:2-cyanomethylbenzimidazole, Knoevenagel  reaction, synthesis
基金项目:国家自然科学基金(21376189);西安市科技计划项目(CXY1435(5))
作者单位E-mail
杨鹏辉*  yaph2001@iccas.ac.cn 
孙伟 西北大学化学与材料科学学院合成与天然功能分子化学教育部重点实验室  
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中文摘要:
      从邻苯二胺出发,合成了2-腈甲基苯并咪唑,对2-腈甲基苯并咪唑与醛的Knoevenagel缩合反应催化剂进行了优选,研究表明,吗啡啉/乙酸是催化2-腈甲基苯并咪唑与芳香醛Knoevenagel缩合反应的良好催化剂;在吗啡啉/乙酸催化下,合成了新型的双苯并咪唑丙烯腈衍生物和3-吲哚-2-苯并咪唑丙烯腈衍生物;将2-腈甲基苯并咪唑经过碱性水解,酯化,得到苯并咪唑乙酸乙酯,后者经过次序Knoevenagel缩合/分子内酯交换高产率地得到了新型的苯并咪唑取代的香豆素衍生物。
英文摘要:
      2-Cyanomethylbenzimidazole was synthesized from o-phenylene diamine and the Knoevenagel reaction catalysts of 2-cyanomethylbenzimidazole with aromatic aldehyde were optimized. It was found that morpholine/acetic acid was an effective catalyst for the Knoevenagel reaction of 2-cyanomethylbenzimidazole with aromatic aldehyde. New bis-benzimidazole acrylonitrile and indolyl benzimidazole acrylonitrile derivatives were prepared. 2-benzimidazoleacetate prepared by hydrolysis and esterifacation underwent sequential Knoevenagel and intramolecular transesterification to give benzimidazolyl coumarin derivatives in high yield.
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