Hayashi rearrangement

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The Hayashi rearrangement is the chemical reaction of ortho-benzoylbenzoic acids catalyzed by sulfuric acid or phosphorus pentoxide.[1][2]

This reaction proceeds through electrophilic acylium ion attack with a spiro intermediate.[3][4]

Hayashi mechanism

References

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  1. Lua error in package.lua at line 80: module 'strict' not found.
  2. Lua error in package.lua at line 80: module 'strict' not found.; p. 1520 doi:10.1039/JR9300001520; p. 1524doi:10.1039/JR9300001524
  3. The Hayashi Rearrangement of Substituted o-Benzoylbenzoic Acids Reuben B. Sandin, Russell Melby, Robert Crawford, and Donald McGreer J. Am. Chem. Soc. 1956 pp 3817 - 3819; doi:10.1021/ja01596a069
  4. Name Reactions: A Collection of Detailed Reaction Mechanisms By Jie Jack Li Published 2003 Springer ISBN 3-540-40203-9