Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (8): 2175-2182.DOI: 10.6023/cjoc201904082 Previous Articles     Next Articles

Special Issue: 陈茹玉先生诞辰100周年

Articles

1,4-二氮杂二环[2.2.2]辛烷(DABCO)催化联烯的[4+2]串联反应:合成苯并噻吩并吡喃衍生物

贾继茹, 于爱敏, 刘旭光, 孟祥太   

  1. 天津市有机太阳能电池与光化学转换重点实验室 天津理工大学化学化工学院 天津 300384
  • 收稿日期:2019-04-30 修回日期:2019-06-25 出版日期:2019-08-25 发布日期:2019-07-09
  • 通讯作者: 孟祥太 E-mail:xtmeng@tjut.edu.cn
  • 基金资助:

    国家自然科学基金(No.21403154)、天津市自然科学基金(No.17JCZDJC37700)、天津市教育委(No.20180KJ137)资助项目.

1,4-Diazabicyclo[2.2.2]octane (DABCO)-Catalyzed [4+2] Domino Reaction of Allenoates: Synthesis of Benzo[4,5]thieno-[3,2-b]pyran Derivatives

Jia Jiru, Yu Aimin, Liu Xuguang, Meng Xiangtai   

  1. Tianjin Key Laboratory of Organic Solar Cells and Photochemical Conversion, School of Chemistry & Chemical Engineering, Tianjin University of Technology, Tianjin 300384 China
  • Received:2019-04-30 Revised:2019-06-25 Online:2019-08-25 Published:2019-07-09
  • Contact: 10.6023/cjoc201904082 E-mail:xtmeng@tjut.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21403154), the Natural Science Foundation of Tianjin City (No. 17JCZDJC37700) and the Tianjin Municipal Education Commission (No. 20180KJ137).

A 1,4-diazabicyclo[2.2.2]octane (DABCO)-catalyzed[4+2] annulation reaction between 2-alkylidenebenzothio phene-3(2H)-ones and allenoate has been developed. The substrate scope includes both electron-withdrawing and electron-donating groups on the benzothiophene moiety. This method can be carried out under mild conditions and gives a wide range of highly functionalized benzothiophene-fused γ-pyran derivatives in good yields with moderate selectivity.

Key words: domino reaction, allenoate, benzothiophene derivatives