Highly chemoselective rhodium-catalyzed methylenation of fluorine-containing ketones.
[reaction: see text] The rhodium(I)-catalyzed methylenation of functionalized fluorinated ketones using trimethylsilyldiazomethane proceeds to give the corresponding fluoromethylalkenes in good yields (61-90%). Remarkable chemoselectivity was observed for the synthesis of keto-substituted organofluorine alkenes.
Lebel
Hélène
H
Département de Chimie, Université de Montréal, P.O. Box 6128, Station Downtown, Montréal, Québec, Canada H3C 3J7. lebelhe@chimie.umontreal.ca
Paquet
Valérie
V
D000475:Alkenes; D002384:Catalysis; D002849:Chromatography, Gas; D005461:Fluorine / Q000737:chemistry*; D007202:Indicators and Reagents; D007659:Ketones / Q000138:chemical synthesis*; D008745:Methylation; D012238:Rhodium / Q000737:chemistry*
D000475:Alkenes; D007202:Indicators and Reagents; D007659:Ketones; D005461:Fluorine; D012238:Rhodium