Criegee rearrangement
Source: Wikipedia, the free encyclopedia.
Not to be confused with
Criegee mechanism
.The Criegee rearrangement is a rearrangement reaction named after Rudolf Criegee.
Description
In this
peroxyacid to a ketone. The acid used is often p-nitroperoxybenzoic acid
because the p-nitrobenzoic acid anion is a good leaving group.
The reaction mechanism has similarities with the
orthoester
.
References
- Criegee, R., Chem. Ber. 1944, 77, 722. DOI: 10.1002/cber.19450770912
- Criegee, R.; Kaspar, R., Ann. Chem. 1948, 560, 127
- Trifuoroperacetic acid in consecutive Criegee rearrangement and carboxonium ions generation Pavel A. Krasutsky and Igor V. Kolomitsyn open accesspublication