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Article 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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http://dx.doi.org/10.1021/acs.joc.5c01396DOI Listing

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