A Novel Strategy for the Synthesis of Benzofuran Derivatives

doi:10.6023/cjoc201205028

Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (10): 1919-1924.DOI: 10.6023/cjoc201205028 Previous Articles Next Articles

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碱促进的新颖苯并呋喃类化合物的合成

赵云辉^a, 刘文杰^a, 孙兴文^a, 林国强^b

a 复旦大学化学系上海 200433;
b 中国科学院上海有机化学研究所中国科学院天然产物有机合成化学重点实验室上海 200032

收稿日期:2012-05-22 修回日期:2012-06-03 发布日期:2012-06-06
通讯作者: 林国强 E-mail:sunxingwen@fudan.edu.cn
基金资助:
国家自然科学基金(Nos. 21072031, 20802009)、教育部博士点(新教师)基金(No. 200802461011)和上海市自然科学基金(No. 10ZR1404100)资助项目.

A Novel Strategy for the Synthesis of Benzofuran Derivatives

Zhao Yunhui^a, Liu Wenjie^a, Sun Xingwen^a, Lin Guoqiang^b

a Department of Chemistry, Fudan University, Shanghai 200433;
b Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai

Received:2012-05-22 Revised:2012-06-03 Published:2012-06-06
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21072031, 20802009), the Ph.D. Programs Foundation of Chinese Ministry of Education (No. 200802461011) and the Shanghai Natural Science Foundation (No. 10ZR1404100).

A novel method for the synthesis of benzofuran analogues via condensation of 2-hydroxybenzaldehyde or 2-hydroxyphenyl ketone with methyl 4-bromocrotonate was reported. Moderate to good yield was obtained with cesium carbonate as base in DMF at 70 ℃. The new-generated double bond was (E)-configuration determined by X-ray diffraction. All benzofuran derivatives were determined by ¹H NMR, ¹³C NMR and HRMS techniques.

Key words: benzofuran derivatives, α,β-unsaturated esters, cesium carbonate, methyl-4-bromocrotonate, salicylaldehyde

Cite this article

Zhao Yunhui, Liu Wenjie, Sun Xingwen, Lin Guoqiang. A Novel Strategy for the Synthesis of Benzofuran Derivatives[J]. Chin. J. Org. Chem., 2012, 32(10): 1919-1924.

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碱促进的新颖苯并呋喃类化合物的合成

A Novel Strategy for the Synthesis of Benzofuran Derivatives

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