Cobalt-Catalyzed C(sp2)-H Methylation by using Dicumyl Peroxide as both the Methylating Reagent and Hydrogen Acceptor

被引:40
作者
Li, Qun [1 ]
Li, Yanrong [1 ]
Hu, Weipeng [1 ]
Hu, Renjian [1 ]
Li, Guigen [1 ,2 ]
Lu, Hongjian [1 ]
机构
[1] Nanjing Univ, Inst Chem & BioMed Sci, Sch Chem & Chem Engn, Nanjing, Jiangsu, Peoples R China
[2] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
基金
中国国家自然科学基金;
关键词
amides; C-H functionalization; cobalt; methylation; peroxide; C-H BONDS; ALPHA-AMINO-ACIDS; UNACTIVATED C(SP(3))-H BONDS; ALKYL IODIDES; DIRECTED FUNCTIONALIZATION; STEREOSELECTIVE-SYNTHESIS; CARBOXYLIC-ACIDS; DRUG DISCOVERY; HALIDES; AMIDES;
D O I
10.1002/chem.201602445
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first cobalt-catalyzed direct methylation of a C(sp(2))-H bond using dicumyl peroxide (DCP) as both the methylating reagent and hydrogen acceptor has been established. The reaction proceeded without the use of any additives, and was proven to be applicable to various amides bearing a 2-pyridinylisopropyl (PIP) directing group, providing an efficient access to o-methyl aryl amides with high functional-group tolerance. Preliminary mechanistic studies suggest a radical process would be involved in the catalytic process.
引用
收藏
页码:12286 / 12289
页数:4
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