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![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)
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Quinazolinones/Benzothiadiazines as Amidyl/Aminyl Radical Precursors for Controlled Cascade Cyclization via
Mandapati Bhargava Reddy1, Kesavan Prasanth1, Nalladhambi Neerathilingam1
1Department of Organic Chemistry, University of Madras, Guindy Campus, Chennai-600 025, India.
Abstract:
Quinazolinones/benzothiadiazines were used as amidyl/aminyl radical precursors for cascade cyclizations via a photoredox-catalyzed proton-coupled electron transfer (PCET) process for the first time. A controlled synthesis of isoindole-fused quinazolinones/benzothiadiazines was carried out via quinazolinone amidyl/benzothiadiazine aminyl radical addition to the C-C triple bond under mild conditions. This transition-metal-free method provides an efficient and broad substrate scope for the synthesis of isoindole-fused quinazolinones/benzothiadiazines with step economy and atom efficiency.
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