Abstract

Recent achievements in the use of trifluoroperacetic acid (TFPAA) in consecutive Criegee rearrangement are covered in this review. Consecutive Criegee rearrangement promoted by TFPAA represents a new approach to this classic method in organic chemistry. The concept of selective double and triple O-insertion is described through the analysis of kinetic data, the overview of synthetic examples and studies of the reaction mechanisms. TFPAA in trifluoroacetic acid (TFAA) media is introduced as a specific reagent for consecutive Criegee rearrangement and for stable carboxonium ion generation. Heterolytic decarboxylation and bisperfluoroacyl peroxide synthesis are discussed as miscellaneous and useful reactions.

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