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Updated: Mar 15, 2026

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
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Fully Substituted Cyclobutenes via [2 + 2] Cycloaddition of Ynimines with Cinnamamides
Haojie Ge1,2, Huimin Jin1,3, Xinyi Chen2
1Department of Pharmacy, School of Medicine, Hangzhou City University, No. 48, Huzhou Road, Hangzhou 310015, P. R. China.
Abstract:
Cyclobutenes are found in natural products and medicinal chemistry and can be readily functionalized. Herein is presented a straightforward, transition-metal-free [2 + 2] cycloaddition reaction of readily available ynimines with N,N-dimethyl cinnamamides to access fully substituted cyclobutenes. It is proposed that the ynimine is deprotonated, and the resulting allenyl anion undergoes conjugate addition to the cinnamamide followed by ring closure to afford the cyclobutene products. This reaction has good scope, proceeds in 40-83% yield, and is atom economical.
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