Related Experiment Video
Updated: Oct 31, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Donor-Acceptor Complex Enables Cascade Radical Cyclization of N-Arylacrylamides with Katritzky Salts
Yu Lu1, Chang-Zhen Fang1, Qiang Liu1
1School of Chemical Sciences, University of Chinese Academy of Sciences, Beijing 100049, China.
Abstract:
Cascade radical cyclization of N-arylacrylamides is an attractive method to prepare 3,3-disubstituted oxindoles. As the reported methods often require additives and/or photocatalysts, we herein report an additive- and photocatalyst-free deaminative strategy for their synthesis under mild conditions, enabled by photoactivation of an electron donor-acceptor (EDA) complex. DFT studies indicated that the involvement of an explicit xylene solvent molecule can greatly enhance the photoactivity of the EDA complex between N-arylacrylamides and Katritzky salts.
Related Concept Videos
Radical Reactivity: Intramolecular vs Intermolecular
α-Hydroxy Ketones via Reductive Coupling of Esters: Acyloin Condensation Overview
Aldol Condensation with β-Diesters: Knoevenagel Condensation
Amines to Amides: Acylation of Amines
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary...
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
Radical Reactivity: Nucleophilic Radicals

