Palladium- and Nickel-Catalyzed Kumada Cross-Coupling Reactions of <i>gem</i>-Difluoroalkenes and Monofluoroalkenes with Grignard Reagents
作者:Wenpeng Dai、Juan Xiao、Guanyi Jin、Jingjing Wu、Song Cao
DOI:10.1021/jo5022234
日期:2014.11.7
A novel Kumada–Tamao–Corriu cross-couplingreaction of gem-di- or monofluoroalkenes with Grignard reagents, with or without β-hydrogen atoms, in the presence of a catalytic amount of palladium- or nickel-based catalysts has been developed. The reaction is performed under mild conditions (room temperature or reflux in diethyl ether for 1–2 h) and leads to di-cross- or mono-cross-coupled products in
Direct Arylation of Alkenes with Aryl Iodides/Bromides through an Organocatalytic Radical Process
作者:Chang-Liang Sun、Yi-Fan Gu、Bin Wang、Zhang-Jie Shi
DOI:10.1002/chem.201101562
日期:2011.9.19
A radical addition: A KOtBu‐complex‐promoted radicalarylation of polysubstituted alkenes with aryliodides/bromides proceeds in high efficiency (see scheme). Benzofuran derivatives are also produced starting from readily available allyl 2‐iodophenyl ethers.
自由基添加:多取代烯烃与芳基碘化物/溴化物的KO t Bu络合物促进的自由基芳基化反应高效进行(参见方案)。苯并呋喃衍生物也是从容易获得的烯丙基2-碘苯基醚开始生产的。
Nickel-Catalyzed Cross-Coupling Reaction of Alkenyl Methyl Ethers with Aryl Boronic Esters
The Ni(0)-catalyzed cross-coupling of alkenyl methylethers with boronicesters is described. Several types of alkenyl methylethers can be coupled with a wide range of boronicesters to give the stilbene derivatives.
Herein, we report the development of a nickel-catalyzedcross-coupling reaction of silyl difluoroenolates with aryl zinc reagentsvia C–F bond cleavage. Treatment of a stoichiometric amount of Ni(0)/N-heterocyclic carbene (NHC) with silyl difluoroenolates in the presence of a lithium salt resulted in C–F bond cleavage to selectively afford the corresponding (Z)-alkenyl Ni complexes. On the basis of
在此,我们报告了通过 C-F 键断裂,镍催化二氟烯醇甲硅烷基与芳基锌试剂发生交叉偶联反应的进展。在锂盐存在下,用甲硅烷基二氟烯醇化物处理化学计量的 Ni(0)/ N-杂环卡宾 (NHC),导致 C-F 键断裂,选择性地提供相应的 ( Z )-烯基 Ni 配合物。根据观察结果,我们开发了一种催化交叉偶联反应,可选择性地产生氟烯醇盐的单一几何异构体。
Ivanoff, Doklady Bolgarskoi Akademii Nauk, 1954, vol. 7, # 1, p. 29