4.1 Review

Multicomponent reactions of ethyl trifluoroacetoacetate with carbonyl and nucleophilic reagents as a promising tool for organic synthesis

Journal

RUSSIAN CHEMICAL BULLETIN
Volume 72, Issue 1, Pages 103-129

Publisher

SPRINGER
DOI: 10.1007/s11172-023-3717-1

Keywords

ethyl trifluoroacetoacetate; aldehydes; ketones; amines; nucleophiles; multicomponent reactions; trifluoromethylated hetero- and carbocycles

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The review summarizes and systematizes the published data on multicomponent reactions involving ethyl trifluoroacetoacetate, carbonyl compounds, and nucleophilic reagents. It analyzes recent advances in the Hantzsch and Biginelli reactions utilizing polyfluoroalkyl-3-oxo esters. These transformations allow the synthesis of various hetero- and carbocyclic compounds, including derivatives of pyridine, pyrimidine, pyrazole, pyran, dioxane, isoxazole, and their heterofused derivatives, by tolerating a broad range of nucleophilic reagents. The reactivity characteristics of ethyl trifluoroacetoacetate with different reagents in these multicomponent transformations are discussed.
The review is summarized and systematized the published data on the multicomponent reactions of ethyl trifluoroacetoacetate, carbonyl compounds (aldehydes and ketones), and nucleophilic reagents. The recent advances in the study of the Hantzsch and Biginelli reactions involving polyfluoroalkyl-3-oxo esters are analyzed. These transformations tolerated a broad range of the nucleophilic reagents thus allowing the synthesis of a wide variety of hetero- and carbocyclic compounds including the derivatives of pyridine, pyrimidine, pyrazole, pyran, dioxane, and isoxazole as well as their heterofused derivatives. The reactivity characteristics of ethyl trifluoroacetoacetate with different reagents in these multicomponent transformations are discussed.

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