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Updated: Jun 28, 2026
![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
Accessing thiophene-fused furans via visible light photoredox-catalyzed [3+2]-annulation reaction
Himani Rani1, Yaseen Hussain1, Pankaj Chauhan1
1Department of Chemistry, Indian Institute of Technology Jammu, Jagti, NH-44, Nagrota Bypass, Jammu, 181221, J&K, India. pankaj.chauhan@iitjammu.ac.in.
Abstract:
A visible-light-driven photoredox catalyzed [3+2] annulation of benzothiophenone-based diazo compounds with alkynes enables efficient synthesis of benzothiophene-fused furans. The method shows broad substrate scope, including natural product- and bioactive molecule-derived alkynes, and can also access benzofuran-fused furans. Mechanistic studies suggest that electron transfer between the excited photocatalyst and the diazo compound is the key step in the reaction.
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