Convenient synthesis of hexasubstituted benzene derivatives via DABCO promoted domino reaction of arylidene malononitrile and dialkyl but-2-ynedioate |
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| Authors: | Hui Zheng Ying Han Jing Sun Chao-Guo Yan |
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| Affiliation: | College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China |
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| Abstract: | 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. |
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| Keywords: | Hexasubstituted benzene Electron-deficient alkyne Malononitrile Annulation [2?+?2?+?2] cycloaddition |
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