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Meisenheimer rearrangement

In organic chemistry, the Meisenheimer rearrangement is the conversion of a tertiary amine oxide to a alkoxylamine. The reaction is most common for benzylic or allylic amine oxides. The reaction is names for Jakob Meisenheimer. The process resembles the oxy-Cope rearrangement.

The 1,2-rearrangement: :[[File:Meisenheimer 1 2.svg|200px|Meisenheimer 1,2-rearrangement]] The 2,3-rearrangement: :[[File:Meisenheimer 2 3.svg|300px|Meisenheimer 2,3-rearrangement]]

References

(2001). "March's Advanced Organic Chemistry: Reactions, Mechanisms, and Structure". Wiley-Interscience.
(1999). "Meisenheimer rearrangements of N-allyl 2-azabornane derivatives". Journal of the Chemical Society, Perkin Transactions 1.
(1919). "Über eine eigenartige Umlagerung des Methyl-allyl-anilin- ''N'' -oxyds". Berichte der Deutschen Chemischen Gesellschaft (A and B Series).

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