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Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

Article DOI: 10.3791/55766-v • 06:46 min • June 21st, 2017
June 21st, 2017 •
1, 1, 2, 1, 1, 1
1College of Materials, Chemistry and Chemical Engineering, Hangzhou Normal University, 2Shijiazhuang Mechanized Infantry Academy

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The ruthenium-catalyzed olefination of electron-deficient alkenes with allyl acetate is described here. By using aminocarbonyl as a directing group, this external oxidant-free protocol has high efficiency and good stereo- and regioselectivity, opening a novel synthetic route to (Z,E)-butadiene skeletons.

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Facile Preparation (2Z,4E)-dienamides Olefination Electron-deficient Alkenes Allyl Acetate Ruthenium Catalyzed Oxidant Free Protocol Z,E-butadienes Aminocarbonyl Directing Group C-H Bound Functionalization Inexpensive Ruthenium Catalyst Chunbing Yu Graduate Student Eight Milliliter Screw Cap Reaction Vial Magnetic Stir Bar Oven 120 Degrees Celsius Analytical Balance Ruthenium Cyme Chloride Dimer Silver Hexafluoroantimonate 1,2-dichloroethane Acrylamide Micro Syringe Argon
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