A TBADT-enabled photo-induced radical cyclization pathway: concise access to functionalized oxindoles
Punith S Gowda1, Duddu S Sharada2, Gedu Satyanarayana1
1Department of Chemistry, Indian Institute of Technology Hyderabad (IITH), Kandi, Sangareddy, Telangana 502284, India. gvsatya@chy.iith.ac.in.
Abstract:
Herein, this work describes a mild and general protocol for photo-induced cascade cyclisation of arylalkynamides resulting in diversely functionalized oxindoles. This strategy enables the construction of two C-C bonds through a radical cascade process via a hydrogen atom transfer pathway employing the decatungstate anion ([W10O32]4-) as an efficient HAT photocatalyst. Interestingly, pivaldehyde afforded unexpected Z-indolinones stereospecifically in our strategy.
Related Concept Videos
Cycloaddition Reactions: MO Requirements for Photochemical Activation
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Radical Chain-Growth Polymerization: Overview
Radical Autoxidation
Radical Formation: Elimination
Radical Reactivity: Overview

![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
![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)