Heterolytic decarboxylation involving acyltrifluoroacetyl peroxide intermediates

Pavel A. Krasutsky, Igor V. Kolomitsyn, Evgenij M. Botov, Robert M. Carlson, Irina G. Semenova, Andrey A. Fokin

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Selective carboxylic acid decarboxylation was elaborated. Generation of acyltrifluoroacetyl peroxides from carboxylic peracids and trifluoroacetyl anhydride (Method A), as well as from trifluoroperacetic acid and acyltrifluoroacetyl anhydride (Method B), leads to simultaneous peroxide decomposition into the corresponding alkyltrifluoroacetates. DFT computations, as well as experimental data, support an acid-catalyzed heterolytic mechanism for acyltrifluoroacetyl peroxide decomposition.

Original languageEnglish (US)
Pages (from-to)8687-8691
Number of pages5
JournalTetrahedron Letters
Volume43
Issue number48
DOIs
StatePublished - Nov 25 2002

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