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Updated: Jan 20, 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
Rhodium-Catalyzed Reaction of Sulfoxonium Ylides and Anthranils toward Indoloindolones via a (4 + 1) Annulation
Xiaopeng Wu1, Yan Xiao1, Song Sun1
1School of Petrochemical Engineering and Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Changzhou University, Changzhou 213164, P. R. China.
Abstract:
A rhodium-catalyzed annulation between aroyl sulfoxonium ylides and anthranils has been developed to synthesize 10H-indolo[1,2-a]indol-10-one derivatives. This reaction started with an unpredented (4 + 1) annulation toward N-(2-formylphenyl) indolones, proceeding with the sequential ortho-amination of the C-H bond in aroyl sulfoxonium ylides by anthranils and the insertion of N-H to carbene. Finally, the Aldol condensation constructed the second indole ring. This procedure features the formation of two C-N bonds and one C═C bond in one pot.
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