Abstract
An electrophilic trifluoromethylation of ketene silyl acetals (KSAs) by hypervalent iodine reagents 1 and 2 has been developed. The reaction proceeds under very mild conditions in the presence of a catalytic amount of trimethylsilyl bis(trifluoromethanesulfonyl)imide (up to 2.5 mol %) as a Lewis acid providing a direct access to a variety of secondary, tertiary, and quaternary α-trifluoromethyl esters and lactones in high yield (up to 98%).
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Acetals / chemistry*
-
Catalysis
-
Esters
-
Ethylenes / chemistry
-
Hydrocarbons, Fluorinated / chemical synthesis*
-
Hydrocarbons, Fluorinated / chemistry
-
Iodine / chemistry
-
Ketones / chemistry
-
Lactones / chemical synthesis*
-
Lactones / chemistry
-
Lewis Acids / chemistry*
-
Molecular Structure
Substances
-
Acetals
-
Esters
-
Ethylenes
-
Hydrocarbons, Fluorinated
-
Ketones
-
Lactones
-
Lewis Acids
-
Iodine
-
ketene