Several fluoroenynes have been prepared by palladium-catalyzed cross-coupling reactions. Cycloaddition reactions of these enynes give substituted cyclobutanes, whereas treatment with sulfuric acid leads to α-fluoro-α-allenic acid fluorides, lactones, α-fluoro-β-diketones or cyclic α-fluoroenones, according to the nature of the starting enyne. The cyclisation process is discussed.
A facile, general method for the preparation of fluorinated enynes
作者:Yang Zhen-Yu、Donald J Burton
DOI:10.1016/s0040-4039(00)88808-5
日期:1990.1
Fluorinated vinyl iodides, R1CFCFl [where R1F, CF3, Ph, (iPrO)2P(O)], couple directly with 1-alkynes in the presence of palladium and cuprous iodide in triethylamine to give excellent yields of the fluorinated enynes.