Rh(III)-catalyzed C-H activation/cycloaddition of benzamides and methylenecyclopropanes: divergence in ring formation

被引:197
|
作者
Cui, Sunliang [1 ]
Zhang, Yan
Wu, Qifan
机构
[1] Zhejiang Univ, Inst Mat Med, Hangzhou 310058, Zhejiang, Peoples R China
关键词
N BOND FORMATION; EFFICIENT SYNTHESIS; INTERNAL ALKYNES; BENZOIC-ACIDS; ALKYLIDENECYCLOPROPANE DERIVATIVES; ETHYL CYCLOPROPYLIDENEACETATE; ACTIVATION; PALLADIUM; CLEAVAGE; ANNULATION;
D O I
10.1039/c3sc51424b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An unprecedented Rh(III)-catalyzed C-Hactivation/cycloaddition of benzamides and methylenecyclopropanes for the selective synthesis of spiro dihydroisoquinolinones and furan-fused azepinones is reported. The process features simple starting materials, mild conditions, and high efficiency and is external oxidant free. The products could be easily converted to other biologically interesting heterocycles. Control experiments and kinetic isotope effect studies were conducted and a plausible mechanism is proposed.
引用
收藏
页码:3421 / 3426
页数:6
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