Citation: Wang Xiang, Chen Ping, Zhi Sanjun, Hu Huayou, Kan Yuhe, Zhang Zaichao. N-Chloro-succinimide-Promoted Efficient Synthesis of Naphthofuran-4, 9-dione Derivatives[J]. Chinese Journal of Organic Chemistry, ;2020, 40(8): 2526-2530. doi: 10.6023/cjoc202004004 shu

N-Chloro-succinimide-Promoted Efficient Synthesis of Naphthofuran-4, 9-dione Derivatives

Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials, School of Chemistry and Chemical Engineering, Huaiyin Normal University, Huai'an, Jiangsu 223300

Corresponding author: Wang Xiang, hurricanwx@163.com Zhang Zaichao, zhangzc@hytc.edu.cn
Received Date: 2 April 2020
Revised Date: 12 May 2020
Available Online: 29 May 2020
Fund Project: The Natural Science Foundation of the Jiangsu Higher Education Institutions of China 16KJB150006The National Natural Science Foundation of China 21601061The Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials JSKC15145Project supported by the National Natural Science Foundation of China (Nos. 21601061, 51403073), the Natural Science Foundation of the Jiangsu Higher Education Institutions of China (No. 16KJB150006), the Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials (No. JSKC15145)The National Natural Science Foundation of China 51403073

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Naphthofuran-4, 9-dione derivatives exhibit a broad spectrum of biological and medicinal activities. The development of green and efficient methods for the synthesis of these heterocyclic compounds is of great importance. In this paper, the N-chloro-succinimide (NCS)-promoted reaction of 2-amino-benzo[g]chromene-3-carbonitriles or ethyl 2-amino-pyrano[3, 2-c]-chromene-3-carboxylates with alcohols lead to the naphthofuran-4, 9-dione or diethyl furo[3, 2-c]chromene-2, 2-dicarboxylate was reported. All reactions were completed in 30 min under room temperature, and two types of novel fused furan derivatives were obtained in 48%~97% yields under tandem ring-opening/cyclization processes.
- naphthofuran-4, 9-dione,
- NCS,
- domino reaction,
- heterocyclic
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