Citation: Jia Jiru, Yu Aimin, Liu Xuguang, Meng Xiangtai. 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[J]. Chinese Journal of Organic Chemistry, ;2019, 39(8): 2175-2182. doi: 10.6023/cjoc201904082 shu

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

Tianjin Key Laboratory of Organic Solar Cells and Photochemical Conversion, School of Chemistry & Chemical Engineering, Tianjin University of Technology, Tianjin 300384 China

Corresponding author: Meng Xiangtai, xtmeng@tjut.edu.cn
Received Date: 30 April 2019
Revised Date: 25 June 2019
Available Online: 9 August 2019
Fund Project: 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)the Natural Science Foundation of Tianjin City 17JCZDJC37700the Tianjin Municipal Education Commission 20180KJ137the National Natural Science Foundation of China 21403154

Figures(3)

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.
- domino reaction,
- allenoate,
- benzothiophene derivatives
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