Related Experiment Video
Updated: Aug 16, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Metal- and Base-Free Radical Cascade Cyclization/Hydrolysis of CN-Containing 1,6-Enynes with Ethers to Access
Yan-Nan Zheng1, Xue-Er Cai1, Hong-Li Wu1
1School of Materials Science and Chemical Engineering, Ningbo University, 315211, Ningbo, Zhejiang, P. R. China.
Abstract:
A convenient and straightforward approach for the radical cascade cyclization/hydrolysis of CN-containing 1,6-enynes with simple ethers under metal- and base-free conditions is described. This strategy provides a variety of valuable ethers-substituted polyheterocycles via the construction of three C-C bonds, one C=O bond, and two new six-membered rings within a single procedure. The resulting products can smoothly undergo follow-up conversions to various useful scaffolds. The methodology shows excellent functional group tolerance, high step- and atom- economy, and mild reaction conditions, which can be further scaled up to gram quantity in a satisfactory yield.
Related Concept Videos
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
Preparation of Epoxides
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of...
Thermal and Photochemical Electrocyclic Reactions: Overview
Radical Chain-Growth Polymerization: Overview
Radical Reactivity: Intramolecular vs Intermolecular
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
