Electrochemical Allylation of Alkyl Halides in Aqueous Media

来源 :第五届岭南有机化学论坛暨华南理工大学-兰州大学有机化学双边论坛 | 被引量 : 0次 | 上传用户:quzg2008
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The cross-coupling reaction between an organometallic species and an organic halide is an important method for the forming of a new carbon-carbon bond.Recently,several groups had described advances in addressing the challenge of achieving efficient nickel-and palladium-catalyzed Csp3-Csp3 bond formation,wherein the organometallic reagents involving magnesium and zinc had been applied by the organic synthesis.However,owing to their instability in water,these organometallic reagents must use dry organic and aprotic solvents,and proper handling of organometallic precursors is necessary.In recent years,organic reactions that can be performed in aqueous media have attracted great interest because of significant environmental and economical advantages.Lipshutz group had shown that organometallic reagent can be formed in situ in a water/designer surfactant mixture to further couple with aryl halides catalyzed by Pd.Electrochemical methods in organic synthesis are another approach to green chemistry.As a part of our continued activities in electrochemical reactions in water,we reported for the first example of the electrochemical Csp3-Csp3 cross-couplings between alkyl(1° and 2°) and allyl/benzyl halides in aqueous solution mediated by Zn promoted by polyethylene glycol 400,which is a non-toxic and eco-friendly additive.
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