| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1313569 | Journal of Fluorine Chemistry | 2016 | 5 Pages |
•Features of fluorinated 1,3-diketones nitrozation were studied.•Hydrates of 1,1,1-trifluoro-3-(hydroxyimino)butan-2,4-diones were isolated.•Novel acyl nitriles synthesis was elaborated.•Detrifluoroacetylation of 1,3-diketone derivatives proceeds under acidic conditions.
A reaction reinvestigation of fluorinated 1,3-dicarbonyl compounds with NaNO2 in acidic conditions revealed the formation of corresponding 1,1,1-trifluoro-3-hydroxyimino-butan-2,4-diones which predominantly isolated as hydrates. A novel synthesis of ethoxy-, alkyl-, (het)aryl substituted carbonylcyanides via acid-catalyzed detrifluoroacetylation of obtained 2-hydroxyimino derivatives of 1,3-dicarbonyl compounds was described.
Graphical abstractA convenient cyanide-free synthesis of acyl cyanides was elaborated by detrifluoroacetylation of novel 4,4,4-trifluoro-3,3-dihydroxy-2-(hydroxyimino)butan-1-onesFigure optionsDownload full-size imageDownload as PowerPoint slide
