Strain-Promoted Oxidation of Methylenecyclopropane Derivatives using N-Hydroxyphthalimide and Molecular Oxygen in the Dark

T. E. Anderson, K. A. Woerpel

Research output: Contribution to journalArticlepeer-review

Abstract

The hydroperoxidation of alkylidenecyclopropanes and other strained alkenes using an N-hydroxylamine and molecular oxygen occurred in the absence of catalyst, initiator, or light. The oxidation reaction proceeds through a radical pathway that is initiated by autoxidation of the alkene substrate. The hydroperoxides were converted to their corresponding alcohols and ketones under mild conditions.

Original languageEnglish (US)
Pages (from-to)5690-5694
Number of pages5
JournalOrganic Letters
Volume22
Issue number14
DOIs
StatePublished - Jul 17 2020

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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