A Copper (II) Acetate Mediated Oxidative‐Coupling of Styrenes and Ethers Through an Unactivated C(sp3)−H Bond Functionalization

A Copper (II) Acetate Mediated Oxidative Coupling of Styrenes and Ethers Through an Unactivated C(sp3)−H Bond Functionalization A functionalization of unactivated C(sp3)‐H bond of ethers with styrenes was described. This C−C bond formation has been developed using t‐butyl hydroperoxide (TBHP) as a r...

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Veröffentlicht in:Advanced synthesis & catalysis 2019-03, Vol.361 (5), p.1007-1011
Hauptverfasser: Yan, Zhan, Wang, Nai‐Xing, Gao, Xue‐Wang, Li, Jian‐Li, Wu, Yue‐Hua, Zhang, Tong, Chen, Shi‐Lu, Xing, Yalan
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Sprache:eng
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Zusammenfassung:A Copper (II) Acetate Mediated Oxidative Coupling of Styrenes and Ethers Through an Unactivated C(sp3)−H Bond Functionalization A functionalization of unactivated C(sp3)‐H bond of ethers with styrenes was described. This C−C bond formation has been developed using t‐butyl hydroperoxide (TBHP) as a radical initiator and DBU as an additive agent. Typical ethers underwent a free‐radical addition of styrenes to give direct difunctionalization products with excellent regioselectivity and efficiency. This reaction features good yields and functional group compatibility with simple operation and mild conditions. A plausible reaction mechanism has been proposed. DFT simulation and theory calculation also provided important evidence for the proposed free‐radical mechanism.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201801243