Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (8): 2526-2530.DOI: 10.6023/cjoc202004004 Previous Articles     Next Articles

N-氯代丁二酰亚胺促进下萘醌并呋喃衍生物的高效合成

王翔, 陈平, 支三军, 胡华友, 阚玉和, 张载超   

  1. 淮阴师范学院化学化工学院 江苏省低维材料化学重点实验室 江苏淮安 223300
  • 收稿日期:2020-04-02 修回日期:2020-05-12 出版日期:2020-08-25 发布日期:2020-06-01
  • 通讯作者: 王翔, 张载超 E-mail:hurricanwx@163.com;zhangzc@hytc.edu.cn
  • 基金资助:
    国家自然科学基金(Nos.21601061,51403073)、江苏省高等学校自然科学研究(No.16KJB150006)、江苏省低维材料化学重点实验室开放基金(No.JSKC15145)资助项目.

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

Wang Xiang, Chen Ping, Zhi Sanjun, Hu Huayou, Kan Yuhe, Zhang Zaichao   

  1. Jiangsu Key Laboratory for Chemistry of Low-Dimensional Materials, School of Chemistry and Chemical Engineering, Huaiyin Normal University, Huai'an, Jiangsu 223300
  • Received:2020-04-02 Revised:2020-05-12 Online:2020-08-25 Published:2020-06-01
  • Supported by:
    Project 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).

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.

Key words: naphthofuran-4,9-dione, NCS, domino reaction, heterocyclic