期刊
JOURNAL OF FLUORINE CHEMISTRY
卷 156, 期 -, 页码 144-151出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2013.09.010
关键词
Addition-elimination reaction; Fluorinated alkenes; Fluoroalkylated enediyne compounds; Fluorine-containing enyne compounds; Alkynyllithiums
Palladium(0)-catalyzed Sonogashira cross-coupling reaction of 2-fluoroalkylated (Z)-2-fluoro-1-iodoethene, which is easily prepared from commercially available polyfluorinated alcohols in facile three steps, with terminal alkynes in DMF at room temperature for 24 h took place stereospeciflcally to give the corresponding 1-fluoroalkylated (Z)-1-fluorobut-1-en-3-yne derivatives in good to excellent yield. Thus obtained fluoroalkylated 1-fluoroenynes were effectively subjected to addition elimination reaction with various alkynyllithiums at room temperature, leading to 3-fluoroalkylated hex-3-ene-1,5-diyne derivatives in good to high yields with an excellent E selectivity. (C) 2013 Elsevier B.V. All rights reserved.
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