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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Unraveling the Photo-Oxygenation Path of a Cyclic Enamine: Structural Insights into Intermediates
Chinmoy Majumder1, Bindusagar Das1, Ritu Yadav1
1Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi 110016, India.
Abstract:
In this study, we report the activation of molecular oxygen by 2,3-dihydropyrrole in endoperoxide mode. The endoperoxide is converted to a 1,4-dioxane derivative upon decomposition. This reaction proceeded stepwise without the use of any catalyst. Additionally, we isolated several intermediates that were characterized by single-crystal X-ray diffraction. Notably, one of the intermediates represents the first example of a structurally characterized 8-membered cyclic organic peroxide containing two endoperoxide groups and the direct conversion of an enamine to a dioxane has not been documented in the existing literature.
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