Issue 2, 2019

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
16 Oct 2018
Accepted
06 Dec 2018
First published
07 Dec 2018

Org. Chem. Front., 2019,6, 213-217

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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