Synthesis of Benzimidazo[2,1-a]isoquinoline and Indolo[2,1-a]isoquinoline Derivatives via Copper-Catalyzed Silylation/Methylation of 2-Arylindoles and 2-Arylbenzimidazoles,The Journal of Organic Chemistry

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Synthesis of Benzimidazo[2,1-a]isoquinoline and Indolo[2,1-a]isoquinoline Derivatives via Copper-Catalyzed Silylation/Methylation of 2-Arylindoles and 2-Arylbenzimidazoles
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-06-27 , DOI: 10.1021/acs.joc.2c00735
Pengbo Zhao ₁ , Youzhi Wang ₂ , Xiajun Wang ₂ , Daijiao Zhuang ₁ , Rulong Yan ₁

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A one-pot method for the synthesis of silylsubstituted/methylsubstituted indolo[2,1-a]isoquinolin-6(5H)-ones and benzimidazo[2,1-a]isoquinoline-6(5H)-ones via copper(II)-initiated silylation/methylation of 2-arylindoles and 2-arylbenzimidazoles was developed. In this procedure, the C–Si bond and C–C bond were constructed by radical addition and cyclization. A series of 2-arylindole and 2-arylbenzimidazole derivatives were facilely transformed to indolo[2,1-a]isoquinolines and benzimidazo[2,1-a]isoquinolines in 39–83% yields.

中文翻译：

铜催化2-芳基吲哚和2-芳基苯并咪唑的硅烷化/甲基化合成苯并咪唑[2,1-a]异喹啉和吲哚并[2,1-a]异喹啉衍生物

铜合成甲硅烷基取代/甲基取代吲哚并[2,1- a ]异喹啉-6( 5H )-酮和苯并咪唑并[2,1- a ]异喹啉-6( 5H )-酮的一锅法( II) 引发了 2-芳基吲哚和 2-芳基苯并咪唑的甲硅烷基化/甲基化。在此过程中，C-Si 键和 C-C 键通过自由基加成和环化来构建。一系列 2-芳基吲哚和 2-芳基苯并咪唑衍生物以 39-83% 的产率轻松转化为吲哚[2,1- a ] 异喹啉和苯并咪唑[ 2,1- a ] 异喹啉。

更新日期：2022-06-27

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