Synthesis of 3-Indolyl-substituted Benzoboroxole via Friedel-Crafts Reaction in Water

doi:10.6023/cjoc201410025

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (12): 2456-2461.DOI: 10.6023/cjoc201410025 Previous Articles Next Articles

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

收稿日期:2014-10-18 修回日期:2014-10-28 发布日期:2014-11-03
通讯作者: 杨笑迪 E-mail:yangxiaodi@fudan.edu.cn;sunxingewen@fudan.edu.cn
基金资助:
国家自然科学基金(Nos.20802009,21103023)资助项目.

Synthesis of 3-Indolyl-substituted Benzoboroxole via Friedel-Crafts Reaction in Water

Zhang Huiming^a, Shen Shaochun^a,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

Received:2014-10-18 Revised:2014-10-28 Published:2014-11-03
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 20802009, 21303023).

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 synthesized in moderate to near quantitative yield.

Key words: Friedel-Crafts reaction, 3-indole-substituted benzoboroxole, synthesis in water

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Zhang Huiming, Shen Shaochun, Yang Xiaodi, Sun Xingwen. Synthesis of 3-Indolyl-substituted Benzoboroxole via Friedel-Crafts Reaction in Water[J]. Chin. J. Org. Chem., 2014, 34(12): 2456-2461.

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基于Friedel-Crafts反应的3-吲哚取代苯硼唑的水相合成

Synthesis of 3-Indolyl-substituted Benzoboroxole via Friedel-Crafts Reaction in Water

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