Chapman rearrangement

Chapman rearrangement
Named after Arthur William Chapman
Reaction type Rearrangement reaction
Identifiers
RSC ontology ID RXNO:0000514

The Chapman rearrangement is the thermal conversion of aryl N-arylbenzimidates to the corresponding amides, via intramolecular migration of an aryl group from oxygen to nitrogen.[1] It is named after Arthur William Chapman, who first described it,[2] and is conceptually similar to the Newman–Kwart rearrangement.

Chapman Rearrangement
Chapman Rearrangement

References

  1. ^ Schulenberg, J. W.; Archer, S. (1965). "The Chapman Rearrangement". Organic Reactions. 14: 1–51. doi:10.1002/0471264180.or014.01. ISBN 0471264180.
  2. ^ Chapman, Arthur William (1925). "CCLXIX.—Imino-aryl ethers. Part III. The molecular rearrangement of N-phenylbenziminophenyl ether". J. Chem. Soc., Trans. 127: 1992–1998. doi:10.1039/CT9252701992.