A novel synthetic approach to fluorine-containing acetylenic compounds based on Nicholas reaction

The fluorine-containing dicobalthexacarbonyl complex, prepared readily from γ-fluoroalkylated propargyl acetates and Co 2(CO) 8, reacted smoothly with various nucleophiles at the propargylic position, followed by oxidative decomplexation under the influence of Fe(NO 3) 3, to afford fluoroalkylated a...

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Bibliographic Details
Published in:Journal of fluorine chemistry 2006-05, Vol.127 (4), p.510-518
Main Authors: Konno, Tsutomu, Nagai, Go, Ishihara, Takashi
Format: Article
Language:English
Subjects:
Dicobaltoctacarbonyl
Fluorine-containing alkynes
Nicholas reaction
Propargyl acetates
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Summary:The fluorine-containing dicobalthexacarbonyl complex, prepared readily from γ-fluoroalkylated propargyl acetates and Co 2(CO) 8, reacted smoothly with various nucleophiles at the propargylic position, followed by oxidative decomplexation under the influence of Fe(NO 3) 3, to afford fluoroalkylated alkynes bearing various types of alkyl side chains in good to high yields. Various fluorine-containing dicobalthexacarbonyl complexes, prepared readily from γ-fluoroalkylated propargyl acetates and Co 2(CO) 8, reacted smoothly with various nucleophiles at the propargylic position, followed by oxidative decomplexation under the influence of Fe(NO 3) 3, to afford fluoroalkylated alkynes bearing various types of alkyl side chains in good to high yields. ▪
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2005.11.009