Condensation of 2-Polyfluoroacylcycloalkanones with Aldehydes and Dimethylformamide-Dimethylacetal
D. V. Sevenard, O. G. Khomutov, M. I. Kodess, K. I. Pashkevich, I. Loop, E. Lork and
G.-V. Röschenthaler
Australian Journal of Chemistry
54(3) 157 - 163
Published: 2001
Abstract
Polyfluorinated 1,3-diketones containing carbocycles react with aldehydes under Lewis-acid catalysis and also with dimethylformamide–dimetylacetal without catalysis, yielding exclusively (E)-configured condensation products involving the methylene group of the carbocycle. Novel trifluoromethylated chromenes are prepared from 2-trifluoroacetylcycloalkanones and salicylaldehyde. The structures of two new compounds, 2-(E)-benzylidene-6-trifluoroacetylcyclohexanone and 4-trifluoroacetyl-2,3-dihydro-1H-xantene, are confirmed by X-ray structure analysis.https://doi.org/10.1071/CH01027
© CSIRO 2001