基于Friedel-Crafts反应的3-吲哚取代苯硼唑的水相合成有机化学.pdfVIP

DOI: 10.6023/cjoc201410025 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 基于Friedel-Crafts 反应的3-吲哚取代苯硼唑的水相合成 张慧明a 沈少春a,b 杨笑迪*,c 孙兴文*,a (a 复旦大学化学系 上海 200433) (b 上海石油化工研究院 上海 201208) (c 复旦大学先进材料实验室 上海 200433) 摘要 报道了一种基于 Friedel-Crafts 反应的 3-吲哚取代苯硼唑的水相合成方法. 以邻甲酰苯硼酸和吲哚为原料, 无需 外加催化剂, 在室温下使用纯水为反应介质, 以中等到定量的产率得到 3-吲哚取代的苯硼唑类化合物. 该方法具有操 作简单、合成效率高、环境友好的优点. 关键词 Friedel-Crafts 反应; 3-吲哚取代苯硼唑; 水相合成 Synthesis of 3-Indolyl-substituted Benzoboroxole via Friedel-Crafts Reaction in Water Zhang, Huiminga Shen, Shaochuna,b Yang, Xiaodi*,c Sun, Xingwen*,a a ( Department of Chemistry, Fudan University, Shanghai 200433) b ( Sinopec Shanghai Research Institute, Petrochemical Technology, Shanghai 201208) c ( Laboratory of Advanced Materials, Fudan University, Shanghai 200433) Abstract A highly efficient and catalyst free approach for the synthesis of 3-indolyl-substituted benzoboroxole via Friedel- Crafts reaction in water was developed successfully using readily accessible 2-formylbenzeneboronic acid and indole as the starting material and water as solvent at room temperature. An array of desired 3-indolyl-substituted benzoboroxoles was syn- thesized in moderate to near quantitative yield. Keywords Friedel-Crafts reaction; 3-indole-substi