Tetrahedron letters

Heterolytic decarboxylation involving acyltrifluoroacetyl peroxide intermediates

…, IV Kolomitsyn, EM Botov, RM Carlson, IG Semenova…

Index: Krasutsky, Pavel A.; Kolomitsyn, Igor V.; Botov, Evgenij M.; Carlson, Robert M.; Semenova, Irina G.; Fokin, Andrey A. Tetrahedron Letters, 2002 , vol. 43, # 48 p. 8687 - 8691

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Citation Number: 7

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 ...