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■ The Fascinating Chemistry of Mesoionic 4-Trifluoroacetyl-1,3-oxazolium-5-olates and Related Compounds

Ryosuke Saijo and Masami Kawase*

*Faculty of Pharmaceutical Sciences, Matsuyama University, 4-2 Bunkyo-cho, Matsuyama, Ehime 790-8578, Japan

Abstract

This review illustrates the unexpected and unique transformation of mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates (4-TFMK-münchnones) on treatment with different nucleophiles. A trifluoromethyl group that cannot be synthesized by the usual methods is incorporated in the products. The research discussed in this review is focused on the rich chemistry of 4-TFMK-münchnones. In particular, we highlight the recent advances in their use in contemporary organic synthesis, primarily of trifluoromethyl-substituted heterocycles. The chemistry of related mesoionic compounds is also discussed.