Iron Fluoride/N-Heterocyclic Carbene Catalyzed Cross Coupling between Deactivated Aryl Chlorides and Alkyl Grignard Reagents with or without β-Hydrogens
Iron Fluoride/N-Heterocyclic Carbene Catalyzed Cross Coupling between Deactivated Aryl Chlorides and Alkyl Grignard Reagents with or without β-Hydrogens
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DOI：
10.1055/s-0034-1380361
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发表时间：
2015-06-01
影响因子：
2.6
通讯作者：
Nakamura, Masaharu
中科院分区：
文献类型：
--
作者：
Agata, Ryosuke;Iwamoto, Takahiro;Nakamura, Masaharu
利用Fe(III)fluoride/1，3-bis(2，6-diisopropylphenyl)imidazolin-2-ylidene(SiPR)复合催化剂，发展了多种芳基氯化物和烷基格氏试剂的高产率交叉偶联反应。铁(III)氟化物/SIPR催化的芳基-烷基偶联反应对芳基氯化物和烷基格氏试剂都显示了前所未有的应用范围，从而使富电子(失活)的芳基氯化物与烷基格氏试剂首次实现了无氢高效偶联。本反应也适用于各种烷基格氏试剂，如(三甲基硅基)甲基、伯烷基格氏试剂和仲烷基格氏试剂。
High-yielding cross-coupling reactions of various combinations of aryl chlorides and alkyl Grignard reagents have been developed by using an iron(III) fluoride/1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene (SIPr) catalyst composite. The iron(III) fluoride/SIPr-catalyzed aryl-alkyl coupling demonstrates unprecedented scope for both aryl chlorides and alkyl Grignard reagents, thus enabling the first efficient coupling of electron-rich (deactivated) aryl chlorides with alkyl Grignard reagents without -hydrogens. The present reaction is also effective for diverse alkyl Grignard reagents such as (trimethylsilyl)methyl, primary, and secondary alkyl Grignard reagents.