Description
CONTENTS
mechanistic treatment of nucleophilic, electrophilic and free-radical rearrangements.
Rearrangements reactions involving migration to electron deficient Carbon: Wagner-
Meerwein rearrangement, hydride shift (1,2-hydride shift, long range hydride shift), pinacolpinacolone
rearrangement, dienone-phenol rearrangement, acid catalyzed isomerization of
aromatic hydrocarbons, benzil-benzilic rearrangement, rearrangements involving diazomethane
and alkanes, Wolf rearrangement, migration of hetero atoms, rearrangement of aryl
hydroxylamines (Bamberger reaaarngement).
Rearrangements reactions involving migration to electron rich Carbon: Favorskii, Sommlet-
Hauser, Neber, Stevens and Wittig rearrangements.
Rearrangements reactions involving migration to electron deficient Nitrogen: Hoffmann,
Curtius, Schmidt, Lossen and Beckmann rearrangement.
Rearrangements reactions involving migration to electron deficient Oxygen: Bayer-Villiger
oxidation, hydroperoxide rearrangement and Dakin rearrangement.
AROMATIC REARRANGEMENTS: Migration around the aromatic nucleus – migration of
alkyl groups and halogens. Migration of group from the side chain to the nucleus –
rearrangement of aniline derivatives (N-haloacetanilides, Hofmann-Martius rearrangement,
phenylhydroxylamine, diazoamino compounds, N-nitroanilines, N-nitosoanilines).
Rearrangements involving migration from oxygen to aromatic ring – phenolic ethers, Fries,
Claisen rearrangements.
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