Nickel/Cobalt-Catalyzed C(sp3)-C(sp3) Cross-Coupling of Alkyl Halides with Alkyl Tosylates

被引：64

作者：

Komeyama, Kimihiro ^{[1
]}

Michiyuki, Takuya ^{[1
]}

Osaka, Itaru ^{[1
]}

机构：

[1] Hiroshima Univ, Grad Sch Engn, Dept Appl Chem, 1-4-1 Kagamiyama, Higashihiroshima, Hiroshima 7398527, Japan

来源：

ACS CATALYSIS | 2019年 / 9卷 / 10期

关键词：

C(sp(3))-C(sp(3)) Cross-Coupling; nickel catalyst; cobalt catalyst; alkyl tosylate; alkyl halide; SUBEROYLANILIDE HYDROXAMIC ACID; GRIGNARD-REAGENTS; METHYL TRANSFER; BROMIDES; SULFONYLATION; FLUORIDES; ALCOHOLS; FUNCTIONALIZATION; COMPLEX; DIOLS;

D O I：

10.1021/acscatal.9b03352

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The C(sp(3))-C(sp3) Cross-Coupling of alkyl halides with alkyl tosylates has been developed by employing a combination of nickel and nucleophilic cobalt catalysts in the presence of a manganese reductant. This method provides a straightforward route to a diverse set of not only secondary-primary but also primary-primary C(sp(3))-C(sp(3)) linkages under mild conditions without using alkyl-metallic reagents. Mechanistic studies suggest the formation of alkyl radicals from both alkyl halides and alkyl tosylates. Additionally, cross-coupling could be applied to the short-step synthesis of a histone deacetylase inhibitor, Vorinostat.

引用

页码：9285 / 9291

页数：13

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