Citation: Hui Zheng, Ying Han, Jing Sun, Chao-Guo Yan. Convenient synthesis of hexasubstituted benzene derivatives via DABCO promoted domino reaction of arylidene malononitrile and dialkyl but-2-ynedioate[J]. Chinese Chemical Letters, ;2021, 32(5): 1683-1686. doi: 10.1016/j.cclet.2020.12.024 shu

Convenient synthesis of hexasubstituted benzene derivatives via DABCO promoted domino reaction of arylidene malononitrile and dialkyl but-2-ynedioate

College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China

hanying@yzu.edu.cn

cgyan@yzu.edu.cn

Received Date: 30 October 2020
Revised Date: 16 December 2020
Accepted Date: 17 December 2020
Available Online: 19 December 2020

Figures(4)

A convenient synthetic protocol for the hexasubstituted benzene derivatives was successfully developed by DABCO promoted domino reaction of arylidene malononitrile with two molecules of dialkyl but-2-ynedioates. The domino reaction resulted in tetraalkyl 6-cyano-[1, 1'-biphenyl]-2, 3, 4, 5-tetracarboxylates in good to high yields. This formal [2 + 2 + 2] cycloaddition was believed to proceed with sequential nucleophilic addition, Michael addition, annulation and aromatization processes.
- Hexasubstituted benzene,
- Electron-deficient alkyne,
- Malononitrile,
- Annulation,
- [2 + 2 + 2] cycloaddition
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