Zinc‐Catalyzed Stereo‐ and Regioselective 1,4‐Hydrative Fluorination of 3‐En‐1‐ynamides with Selectfluor
Advanced Synthesis and Catalysis(2016)
摘要
Zinc‐catalyzed 1,4‐oxofluorinations of 3‐en‐1‐ynamides with Selectfluor in acetonitrile/water proceeded with high regio‐ and stereoselectivity, giving E‐configured γ‐fluoro‐α,β‐unsaturated amides efficiently. Our control experiments indicate that kinetically unstable C‐bound zinc dienolates are chemically reactive to undergo SE2′‐electrophilic fluorinations whereas the detectable O‐bound dienolates preferably undergo protodemetalation reactions instead.
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关键词
SE2′‐electrophilic fluorinations,1,4‐oxofluorinations,Selectfluor,zinc dienolates
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