KOtBu Mediated Synthesis of Phenanthridinones and Dibenzoazepinones
KOtBu Mediated Synthesis of Phenanthridinones and Dibenzoazepinones
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DOI：
10.1021/ol301077y
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发表时间：
2012-06-01
期刊：
影响因子：
5.2
通讯作者：
Kumar, Sangit
中科院分区：
文献类型：
--
作者：
Bhakuni, Bhagat Singh;Kumar, Amit;Kumar, Sangit
在叔丁氧钾和催化量的1，10-菲咯啉或AIBN的存在下，由2-卤代苯甲酰胺合成了取代菲啶酮和二苯并氮杂卓酮。这种新的碳-碳键形成反应可以化学选择性地直接获得各种含有六元环和七元环的blaryl内酰胺。碳-碳偶联似乎是通过在酰胺环中产生自由基而进行的，该自由基导致苯胺的C-H芳基化。
Synthesis of substituted phenanthridinones and dibenzoazepinones has been realized from 2-halo-benzamides in the presence of potassium tert-butoxide and a catalytic amount of 1,10-phenanthroline or AIBN. This new carbon-carbon bond forming reaction gives direct access to various blaryl lactams containing six- and seven-membered rings chemoselectively. Carbon-carbon coupling seems to proceed by the generation of a radical In the amide ring which leads to C-H arylation of aniline.