Cobalt catalyzed carbonylation of unactivated C(sp3)-H bonds

被引:111
|
作者
Barsu, Nagaraju [1 ]
Bolli, Shyam Kumar [1 ]
Sundararaju, Basker [1 ]
机构
[1] Indian Inst Technol Kanpur, Dept Chem, Fine Chem Lab, Kanpur, Uttar Pradesh, India
关键词
C-H ACTIVATION; ALIPHATIC AMIDES; OXIDATIVE CARBONYLATION; TOLUENE DERIVATIVES; DIRECTING GROUP; ALKYNES; FUNCTIONALIZATIONS; ALLYLATION; C(SP(2))-H; BENZAMIDES;
D O I
10.1039/c6sc05026c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A general efficient regioselective cobalt catalyzed carbonylation of unactivated C(sp(3))-H bonds of aliphatic amides was demonstrated using atmospheric (1-2 atm) carbon monoxide as a C1 source. This straightforward approach provides access to alpha-spiral succinimide regioselectively in a good yield. Cobalt catalyzed sp(3) C-H bond carbonylation is reported for the first time including the functionalization of (beta)-C-H bonds of alpha-1 degrees, 2 degrees, 3 degrees carbons and even internal (beta)-C-H bonds. Our initial mechanistic investigation reveals that the C-H activation step is irreversible and will possibly be the rate determining step.
引用
收藏
页码:2431 / 2435
页数:5
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