NIS-Induced Enone Difunctionalization for the Synthesis of Naphtho[2,3-b]furan-4,9-diones
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- 作者：Yun Liu ; Wen-Hui Ge ; You-Quan Zhu ; Hua-You Hu ; Hui Fan ; Yan-Hui Shi and Hui Wu
- 刊名：European Journal of Organic Chemistry
- 出版年：2017
- 出版时间：January 18, 2017
- 年：2017
- 卷：2017
- 期：3
- 页码：551-559
- 全文大小：1240K
- ISSN：1099-0690
文摘
An efficient synthesis of naphtho[2,3-b]furan-4,9-diones has been developed by N-iodosuccinimide (NIS)-induced enone difunctionalization with 2-hydroxy-1,4-naphthoquinones. This reaction involved sequential Michael addition, intramolecular oxidative cyclization and dehydrogenative aromatization to form new C–C and C–O bonds at the α and β positions of the enones. Various enones survived under the reaction conditions and the corresponding products were obtained in moderate-to-excellent yields.