Chan-Evans-Lam Cu(II)-Catalyzed C–O Cross-Couplings: Broadening Synthetic Access to Functionalized Vinylic Ethers

We report a general and effective Cu(OAc)2-catalyzed C–O cross-coupling synthesis of di- and trisubstituted vinylic ethers, using a combination of N-isopropylimidazole ligand and dicumyl peroxide as stoichiometric oxidant. This method couples functionalized vinylic pinacolboronates with various 1° and 2° alcohols to provide single-step syntheses of novel and structurally complex vinylic ethers. The optimized conditions do not require excess alcohol reactant and substantially suppress competing side reactions.本研究报道了一种通用且高效的乙酸铜(II)（Cu(OAc)₂）催化碳氧交叉偶联（C–O cross-coupling）的合成方法，可用于制备二取代与三取代乙烯基醚，该反应体系采用N-异丙基咪唑（N-isopropylimidazole）配体与过氧化二异丙苯（dicumyl peroxide）作为化学计量氧化剂。该方法将官能化乙烯基频哪醇硼酸酯（functionalized vinylic pinacolboronates）与各类一级（1°）、二级（2°）醇进行偶联，能够一步合成新颖且结构复杂的乙烯基醚类化合物。优化后的反应条件无需过量醇反应物，且可显著抑制竞争性副反应的发生。