Chemiluminescence-promoted oxidation of alkyl enol ethers by NHPI under mild conditions and in the dark

TETRAHEDRON

卷:82

Article

Anderson, T. E.¹  Andia, Alexander A.¹  Woerpel, K. A.¹ 

[1] NYU, Dept Chem, 100 Washington Sq East, New York, NY 10003 USA

关键词: Enol ether;    Oxidation;    Radical;    NHP1;    Dark;    Autoxidation;    Chemiluminescence;   

DOI  :  10.1016/j.tet.2020.131874

来源: Elsevier

【 摘 要 】

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. (C) 2020 Elsevier Ltd. All rights reserved.

【 授权许可】

Free