Substituent-Guided Switch between CH Activation and Decarboxylative Cross-Coupling during Palladium/Copper-Catalyzed Cascade Reactions of 2-Aminobenzoates with 2-Haloarylaldehydes

被引:23
作者
Bhowmik, Subhendu [1 ]
Pandey, Garima [1 ]
Batra, Sanjay [1 ,2 ]
机构
[1] CSIR Cent Drug Res Inst, Med & Proc Chem Div, Lucknow 226031, Uttar Pradesh, India
[2] Acad Sci & Innovat Res, New Delhi, India
关键词
CH activation; copper; decarboxylative cross-coupling; nitrogen heterocycles; palladium; HETEROAROMATIC CARBOXYLIC-ACIDS; BIARYL SYNTHESIS; BOND FORMATION; AROMATIC CARBOXYLATES; EFFICIENT SYNTHESIS; PHENANTHRIDINE; ARYLATION; TRANSFORMATIONS; CHLORIDES;
D O I
10.1002/chem.201301705
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Cascade switch: Phenanthridines, pyrazole[4,3-c]quinolines and isocryptolepine were prepared in one step from the Pd/Cu-catalyzed reaction between potassium 2-aminobenzoates and 2-haloarylaldehydes (see scheme). Although the reactions of 2-aminobenzoates proceeded via a cascade imination/C-H functionalization, the reactions of 6-nitro-2-aminobenzoates ensued via a tandem imination/decarboxylative cross-coupling. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:10487 / 10491
页数:5
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