Abstract
The hydroperoxidation of alkyl enol ethers using N-hydroxyphthalimide and molecular oxygen occurred in the absence of catalyst, initiator, or light. The reaction proceeds through a radical mechanism that is initiated by N-hydroxyphthalimide-promoted autoxidation of the enol ether substrate. The resulting dioxetane products decompose in a chemiluminescent reaction that allows for photochemical activation of N-hydroxyphthalimide in the absence of other light sources.
Original language | English (US) |
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Article number | 131874 |
Journal | Tetrahedron |
Volume | 82 |
DOIs | |
State | Published - Feb 26 2021 |
Keywords
- Autoxidation
- Chemiluminescence
- Dark
- Enol ether
- NHPI
- Oxidation
- Radical
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry