Perkin rearrangement

What is Perkin rearrangement?

The Perkin rearrangement is a chemical reaction that involves the contraction of the coumarin benzofuran ring. This reaction can be exemplified by the formation of both benzofuran-2-carboxylic acids and benzofurans, which occurs through the heating of 3-halocoumarins with an alkali.

Perkin rearrangement - coumarin benzofuran ring contraction
Perkin rearrangement


W.H. Perkin, β€œXXIX.β€”On some new bromine derivatives of coumarin” J. Chem. Soc. 23, 368 (1870)