Cobalt(III)-Catalyzed C-H Activation: A Secondary Amide Directed Decarboxylative Functionalization of Alkynyl Carboxylic Acids Wherein Amide NH-group Remains Unreactive

被引:34
|
作者
Muniraj, Nachimuthu [1 ]
Prabhu, Kandikere Ramaiah [1 ]
机构
[1] Indian Inst Sci, Dept Organ Chem, Bangalore 560012, Karnataka, India
关键词
Cobalt; amides; alkynyl carboxylic acid; alkenylation; C-H activation; COBALT-CATALYZED CYCLIZATION; TERMINAL ALKYNES; O BOND; ISOQUINOLONE SYNTHESIS; ALIPHATIC AMIDES; ANNULATION; BENZAMIDES; ALKENYLATION; ARYL; HYDROARYLATION;
D O I
10.1002/adsc.201701406
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A Co(III)-catalyzed C-H activation reaction for ortho-alkenylation of benzamides (aryl/heteroaryl) and C2-alkenylation of indole derivatives have been developed using alkynyl carboxylic acid as an alkene source. A high regioselectivity has been achieved in the formation of disubstituted alkenes, and the possible cyclic products were not observed. This efficient alkenylation shows a broad range of substrate scope with a good functional group tolerance. The application of the methodology has been showcased by transforming an alkenylated amide to a 3-hydroxy isoindolinone derivative.
引用
收藏
页码:1370 / 1375
页数:6
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