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A Tandem Madelung Indole Synthesis Mediated by a LiN(SiMe3)2/CsF System
Organic Letters ( IF 4.9 ) Pub Date : 2023-10-11 , DOI: 10.1021/acs.orglett.3c02927 Ruyuan Ma 1 , Yan-En Wang 2 , Dan Xiong 1 , Jianyou Mao 1
Organic Letters ( IF 4.9 ) Pub Date : 2023-10-11 , DOI: 10.1021/acs.orglett.3c02927 Ruyuan Ma 1 , Yan-En Wang 2 , Dan Xiong 1 , Jianyou Mao 1
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A tandem Madelung indole synthesis by the reaction of methyl benzoate and N-methyl-o-toluidine has been discovered. The combination of LiN(SiMe3)2 with CsF is the key factor, which secures the high efficiency of such tandem transformations. Simply combining methyl benzoate, N-methyl-o-toluidine LiN(SiMe3)2, and CsF generated a diverse array of N-methyl-2-phenylindoles (31 examples, 50–90% yields). Furthermore, the scalability and the poststructural modifications of this indole synthesis were demonstrated.
中文翻译：
LiN(SiMe3)2/CsF 系统介导的串联马德隆吲哚合成
发现了一种通过苯甲酸甲酯和N-甲基-邻甲苯胺反应串联合成马德隆吲哚的方法。LiN(SiMe 3 ) 2与CsF的结合是确保这种串联变换高效率的关键因素。简单地将苯甲酸甲酯、N-甲基-邻甲苯胺LiN(SiMe 3 ) 2和CsF 组合即可生成多种N-甲基-2-苯基吲哚（31 个样品，产率50-90%）。此外，还证明了该吲哚合成的可扩展性和后结构修饰。
更新日期：2023-10-11
中文翻译：
LiN(SiMe3)2/CsF 系统介导的串联马德隆吲哚合成
发现了一种通过苯甲酸甲酯和N-甲基-邻甲苯胺反应串联合成马德隆吲哚的方法。LiN(SiMe 3 ) 2与CsF的结合是确保这种串联变换高效率的关键因素。简单地将苯甲酸甲酯、N-甲基-邻甲苯胺LiN(SiMe 3 ) 2和CsF 组合即可生成多种N-甲基-2-苯基吲哚（31 个样品，产率50-90%）。此外，还证明了该吲哚合成的可扩展性和后结构修饰。
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