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Updated: May 15, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Unanticipated Three-Component Cascade and Sequential Cyclization: Highly Diastereoselective Synthesis of
1School of Pharmacy, Guizhou Provincial Engineering Technology Research Center for Chemical Drug R&D, Guizhou Medical University, 550014 Guiyang, P. R. China.
Abstract:
Herein, we reported a DBU-catalyzed cascade and sequential [1 + 2 + 3] annulation of malononitrile with α,β-unsaturated ketones to access polyfunctionalized cyclohexanes with high yield and excellent diastereoselectivity (>93% yield, >19:1 dr). Intriguingly, this appears to be the new strategy for using α,β-unsaturated ketones either as 2C or 3C synthon to react with dinucleophile 1C synthon to construct six-membered carbocycles in one-pot manner. In addition, these synthesized compounds suppressed the growth of phytopathogenic fungi in vitro. Among them, compound 3l exhibited excellent and broad antifungal activity, which possesses potential as an agricultural antifungal agent.
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