Cobalt-catalyzed cyclization of benzamides with alkynes: a facile route to isoquinolones with hydrogen evolution

被引：29
|
作者：
Manoharan, Ramasamy [1 ]
Jeganmohan, Masilamani [2 ]
机构：
[1] Indian Inst Sci Educ & Res, Dept Chem, Pune 411021, Maharashtra, India
[2] Indian Inst Technol Madras, Dept Chem, Chennai 600036, Tamil Nadu, India
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 37期
关键词：
N BOND FORMATION; C-H ACTIVATION; DIRECTED FUNCTIONALIZATION; INTERNAL OXIDANT; ANNULATION; ACCESS; AMIDES; CARBONYLATION; DERIVATIVES; OLEFINATION;
D O I：
10.1039/c8ob01924j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of benzamides with alkynes assisted by an 8-aminoquinoline ligand in the presence of Co(OAc)(2)center dot 4H(2)O and pivalic acid under an air atmosphere provided isoquinolone derivatives in good to excellent yields. In this reaction, the active Co(III) species is regenerated by the reaction of Co(I) species with pivalic acid under an air atmosphere with hydrogen evolution. The proposed mechanism was supported by competition experiments, deuterium labelling studies, radical scavenger experiments and kinetic studies.
引用
收藏
页码：8384 / 8389
页数：6
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