Trifluoromethylation of enamines under acidic conditions

Tetrahedron Letters

Volumn 50, Issue 25, 2009, Pages 2994-2997

  Gritsenko, Roman T ^a   Levin, Vitalij V ^a   Dilman, Alexander D ^a   Belyakov, Pavel A ^a   Struchkova, Marina I ^a   Tartakovsky, Vladimir A ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

Enamines; Iminium ions; Trifluoromethylation

Indexed keywords

ELECTROPHILE; ENAMINE; HYDROFLUORIC ACID; SILICON; TRIFLUOROACETIC ACID;

ACIDITY; ARTICLE; CHEMICAL REACTION; ION TRANSPORT; METHYLATION;

EID: 65449130709     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.03.187     Document Type: Article

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33. All reactions were performed in conventional glass vessels. No deterioration of reaction flasks, even after prolonged use, was noted. Presumably, HF formed in situ reacts faster with the silicon reagent than with the glass surface.
34. 3 (443 μL, 3.0 mmol) was added, the cooling bath was removed, and the mixture was stirred for 18 h at room temperature. The work-up was the same as in method A.