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Hemiaminals of trifluoroacetaldehyde, as trifluoromethylating agents

✍ Scribed by Clotilde Mispelaere; Nicolas Roques

Book ID
104262152
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
183 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Hemiaminals of trifluoroacetaldehyde are new trifluoromethylating agents. These reagents are synthesised from amines and gaseous trifluoroaeetaldehyde, tBuONa is able to deprotonate the hemiaminals to form trifluoromethyl anion equivalents CF3CH(O')NMe 2. The trifluoromethyl anion has been transferred from such intermediates to benzaldehyde yielding phenyl (trifluoromethyl) methanol.

πŸ“œ SIMILAR VOLUMES

New stable reagents for the nucleophilic
New stable reagents for the nucleophilic trifluoromethylation. Part 2: Trifluoromethylation with silylated hemiaminals of trifluoroacetaldehyde
✍ T Billard; B.R Langlois*; G Blond πŸ“‚ Article πŸ“… 2000 πŸ› Elsevier Science 🌐 French βš– 102 KB

New reagents for the nucleophilic trifluoromethylation have been easily synthesized from fluoral hemiketal. They provide silylated trifluoromethylcarbinol from non-enolizable carbonyl compounds.