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oxaziridine
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oxaziridine

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Also known as Oxaziranes

thumb|right|class=skin-invert-image|A generic oxaziridine derivative.

~11 min read

Encyclopedic overview

17 sections
Contents
  • History
  • Structure and reactivity
  • Hydrazine production
  • Oxygen transfer
  • α-Hydroxylation of enolates
  • Epoxidation of alkenes
  • Hydroxylation of unactivated hydrocarbons
  • Nitrogen transfer
  • Amination of ''N''-nucleophiles
  • ''N''-acylamidation
  • Rearrangements
  • Cycloadditions with heterocumulenes
  • Synthesis
  • N-H, N-alkyl, N-aryloxaziridines
  • ''N''-sulfonyloxaziridines
  • Perfluorinated oxaziridines
  • References

thumb|right|class=skin-invert-image|A generic oxaziridine derivative.

An oxaziridine is an organic molecule that features a three-membered heterocycle containing oxygen, nitrogen, and carbon. In their largest industrial application, oxaziridines are intermediates in the production of hydrazine. Oxaziridine derivatives are also used as specialized organic chemistry reagents for a variety of enantioselective oxidations and aminations. Oxaziridines also serve as precursors to nitrones and participate in [3+2] cycloadditions with various heterocumulenes to form substituted five-membered heterocycles.

Excerpted from Wikipedia’s “oxaziridine” article, available under the CC BY-SA 4.0 licence.

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