Chelation-assisted and steric-controlled selectivity in the Pd-catalyzed C-H/C-H oxidative coupling of indoles

被引：0
|
作者：
Vijaykumar, Muniyappa [1 ,2 ]
Pradhan, Chandini [1 ,2 ]
Gonnade, Rajesh G. [2 ,3 ]
Punji, Benudhar [1 ,2 ]
机构：
[1] CSIR Natl Chem Lab CSIR NCL, Organ Chem Div, Organometall Synth & Catalysis Lab, Dr Homi Bhabha Rd, Pune 411008, India
[2] Acad Sci & Innovat Res AcSIR, Ghaziabad 201002, India
[3] CSIR Natl Chem Lab CSIR NCL, Ctr Mat Characterizat, Dr Homi Bhabha Rd, Pune 411008, India
来源：
CHEMICAL COMMUNICATIONS | 2024年 / 60卷 / 89期
关键词：
FUNCTIONALIZATION; UPDATE; SITE;
D O I：
10.1039/d4cc03835e
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We report the first regioselective C2-C7 oxidative coupling of indoles using a palladium catalyst upon the strategic installation of N-pyridinyl and C3-carbonyl, which delivers 2,7-biindoles with a broad scope (25 examples; up to 93% yield). Isolation of the catalytic intermediate reveals the initial activation of the C(7)-H bond, followed by the C(2)-H bond in indoles, and the reaction proceeds via a Pd(ii)/Pd(0) pathway. This manuscript describes the first regioselective C2-C7 oxidative coupling of indoles using a palladium catalyst through the strategic installation of N-pyridinyl and C3-carbonyl, which delivers diverse biorelevant 2-7-biindoles.
引用
收藏
页码：13028 / 13031
页数：4
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