Nickel-Catalyzed Cross-Coupling of Anisoles with Alkyl Grignard Reagents via C-O Bond Cleavage

Nickel-Catalyzed Cross-Coupling of Anisoles with Alkyl Grignard Reagents via C-O Bond Cleavage
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DOI:
10.1021/acs.orglett.5b02200
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发表时间:
2015-09-04
期刊:
影响因子:
5.2
通讯作者:
Chatani, Naoto
Chatani, Naoto
中科院分区:
化学1区
文献类型:
--
作者:
Tobisu, Mamoru;Takahira, Tsuyoshi;Chatani, Naoto

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已经开发了镍催化的甲氧基芳烃与烷基格氏试剂的交叉偶联,其涉及C(芳基)-OMe键的断裂。使用1,3-二环己基咪唑-2-亚基作为配体允许引入各种烷基,包括Me、Me 3SiCH 2、ArCH 2、金刚烷基和环丙基。该方法也可用于带有C(芳基)-OMe键的复杂分子的烷基化制备。
Nickel-catalyzed cross-coupling of methoxyarenes with alkyl Grignard reagents, which involves the cleavage of the C(aryl)-OMe bond, has been developed. The use of 1,3-dicyclohexylimidazol-2-ylidene as a ligand allows the introduction of a variety of alkyl groups, including Me, Me3SiCH2, ArCH2, adamantyl, and cyclopropyl. The method can also be used for the alkylative elaboration of complex molecules bearing a C(aryl)-OMe bond.