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词条 Neber rearrangement
释义

  1. References

The Neber rearrangement is an organic reaction in which a ketoxime is converted into an alpha-aminoketone via a rearrangement reaction.[1][2][3]

The oxime is first converted to an O-sulfonate, for example a tosylate by reaction with tosyl chloride. Added base forms a carbanion which displaces the tosylate group in a nucleophilic displacement to an azirine and added water subsequently hydrolyses it to the aminoketone.

The Beckmann rearrangement is a side reaction.

References

1. ^{{JerryMarch}}
2. ^{{cite journal | author = P. W. Neber and A. v. Friedolsheim | journal = Justus Liebig's Annalen der Chemie | volume =449 | issue = 1 | year = 1926 | title = Über eine neue Art der Umlagerung von Oximen | pages = 109–134 | doi = 10.1002/jlac.19264490108}}
3. ^{{cite journal|last1=O'Brien|first1=Connor|title=The Rearrangement of Ketoxime O-Sulfonates to Amino Ketones (The Neber Rearrangement)|journal=Chemical Reviews|date=1 April 1964|volume=64|issue=2|pages=81–89|doi=10.1021/cr60228a001}}

2 : Rearrangement reactions|Name reactions

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