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Rearrangement to Electron Deficient Carbon
• Migratory aptitude : Ph> R, H
• The migratory aptitude of phenyl group increases with electron donating groups
Generation of Carbonium ion
Pinacole-Pinacolone Rearrangement
• Benzilic acid rearrangement-Diketones undergo a rearrangement when treated with hydroxide ion, giving-hydroxyacids.
Rearrangement to Electron-deficient Nitrogen
• Hofmann rearrangement- A carboxylic acid amide is treated with sodium hypobromite, or bromine in alkali. The N-bromo-amide is formed and reacts with the base to give its conjugate base within which rearrangement occurs.
Migration to Electron-Deficient Oxygen- The Baeyer-Villiger Oxidation
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