Ring-Enlargement of Dimethylaminopropenoyl Cyclopropanes: An Efficient Route to Substituted 2,3-Dihydrofurans

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• 作者：Rui Zhang ; Yongjiu Liang ; Guangyuan Zhou ; Kewei Wang ; Dewen Dong
• 刊名：Journal of Organic Chemistry
• 出版年：2008
• 出版时间：October 17, 2008
• 年：2008
• 卷：73
• 期：20
• 页码：8089-8092
• 全文大小：209K
• 年卷期：v.73,no.20(October 17, 2008)
• ISSN：1520-6904

文摘

A convenient and efficient synthesis of substituted dihydrofurans is developed via ring-enlargement of 1-dimethylaminopropenoyl-1-carbamoyl/benzoyl cyclopropanes catalyzed by ammonium acetate in acetic acid with high regio- and stereoselectivity. Some of the newly synthesized substituted dihydrofurans are subjected to further synthetic transformation in the presence of NaOH (aq) in ethanol to afford the corresponding 5-aryl-2,3-dihydrofuro[3,2-c]pyridin-4(5H)-ones in high yields.