Rhodium-catalyzed redox-neutral coupling of phenidones with alkynes

被引:28
|
作者
Fan, Zhoulong [1 ,2 ,3 ]
Lu, Heng [4 ]
Li, Wei [1 ,2 ]
Geng, Kaijun [1 ,2 ,3 ]
Zhang, Ao [1 ,2 ,3 ,4 ]
机构
[1] Chinese Acad Sci, SIMM, CAS Key Lab Receptor Res, Shanghai 201203, Peoples R China
[2] Chinese Acad Sci, SIMM, State Key Lab Drug Res, Shanghai 201203, Peoples R China
[3] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[4] ShanghaiTech Univ, Shanghai 201210, Peoples R China
关键词
C-H ACTIVATION; N-N BOND; OXIDIZING DIRECTING GROUP; OXYGEN-ATOM TRANSFER; EFFICIENT SYNTHESIS; REGIOSELECTIVE SYNTHESIS; INTERNAL ALKYNES; RHODIUM(III)-CATALYZED SYNTHESIS; SUBSTITUTED INDOLES; DIAZO-COMPOUNDS;
D O I
10.1039/c7ob01271c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A switchable synthesis of N-substituted indole derivatives from phenidones via rhodium-catalyzed redox-neutral C-H activation has been achieved. In this protocol, we firstly disclosed that the reactivity of Rh(III) catalysis could be enhanced through employing palladium acetate as an additive. Some representative features include external oxidant-free, applicable to terminal alkynes, short reaction time and operational simplicity. The utility of this method is further showcased by the economical synthesis of potent anticancer PARP-1 inhibitors.
引用
收藏
页码:5701 / 5708
页数:8
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