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Issue 2, 2019
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Syntheses of 2-(2,2,2-trifluoroethylidene)/(2,2-difluoroethyl)-1,3-dicarbonyl compounds and their fungicidal activities

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Abstract

A Knoevenagel-type reaction of 1,3-diketone substrates with trifluoroacetic anhydride is described. The electrophilic species of trifluoroacetaldehyde is easily generated in situ by the reaction of trifluoroacetic anhydride/difluoroacetic anhydride with triethylamine. By this efficient and simple approach, a library of 2-(2,2,2-trifluoroethylidene)-1,3-dicarbonyl compounds that contain a wide range of functional groups were synthesized in good yields. Moreover, the reaction with difluoroacetic anhydride affords the corresponding (2,2-difluoroethyl)-1,3-dicarbonyls. Some of these compounds exhibited promising fungicidal activities.

Graphical abstract: Syntheses of 2-(2,2,2-trifluoroethylidene)/(2,2-difluoroethyl)-1,3-dicarbonyl compounds and their fungicidal activities

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Publication details

The article was received on 16 Oct 2018, accepted on 06 Dec 2018 and first published on 07 Dec 2018


Article type: Research Article
DOI: 10.1039/C8QO01118D
Citation: Org. Chem. Front., 2019,6, 213-217
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    Syntheses of 2-(2,2,2-trifluoroethylidene)/(2,2-difluoroethyl)-1,3-dicarbonyl compounds and their fungicidal activities

    Y. Chen, Y. You and Z. Weng, Org. Chem. Front., 2019, 6, 213
    DOI: 10.1039/C8QO01118D

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