para-Selective copper-catalyzed C(sp2)-H amidation/dimerization of anilides via a radical pathway

被引:17
作者
Viveki, Amol B. [1 ,2 ]
Garad, Dnyaneshwar N. [1 ,2 ]
Gonnade, Rajesh G. [2 ,3 ]
Mhaske, Santosh B. [1 ,2 ]
机构
[1] CSIR Natl Chem Lab, Div Organ Chem, Pune 411008, Maharashtra, India
[2] CSIR Natl Chem Lab, Phys & Mat Chem Div, Pune 411008, Maharashtra, India
[3] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
关键词
C-H FUNCTIONALIZATION; N BOND FORMATION; DIRECTING GROUP; AMINATION; ARENES; AMIDATION; ANILINES; COMPATIBILITY; AMIDES;
D O I
10.1039/c9cc09824k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Copper-catalyzed amidation/dimerization of anilides via regioselective C(sp(2))-H functionalization is achieved. The para-selective amidation is accomplished on the anilide aromatic ring via a radical pathway leading to C-N bond formation in the presence of ammonium persulfate as a radical source/oxidant for the copper catalyst. The developed protocol tolerates a wide range of anilide substrates. The regioselectivity is confirmed by single-crystal X-ray studies.
引用
收藏
页码:1565 / 1568
页数:4
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