C-N Coupling via Antiaromatic Endocyclic Nitrenium Ions

被引:22
|
作者
Bera, Shyamal Kanti [1 ]
Alam, Md Toufiqe [1 ]
Mal, Prasenjit [1 ]
机构
[1] HBNI, NISER, Sch Chem Sci, PO Bhimpur Padanpur,Via Jatni, Bhubaneswar 752050, Odisha, India
来源
JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 84卷 / 18期
关键词
BENZIMIDAZOLE-FUSED PHENANTHRIDINES; LASER FLASH-PHOTOLYSIS; ONE-POT SYNTHESIS; AROMATIC-SUBSTITUTION; BOND FORMATION; 2-ARYLBENZIMIDAZOLES; AMINATION; ARENES;
D O I
10.1021/acs.joc.9b01921
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report a C-N coupling reaction via antiaromatic endocyclic nitrenium ions. The nitrenium ion intermediate was generated by a combination of iodine(III) reagent PhI(OCOCF3)(2) and the N-H center of benzimidazole units at ambient laboratory conditions. Metal-free synthesis of benzimidazole-fused phenanthridine derivatives was achieved in good to excellent yields.
引用
收藏
页码:12009 / 12020
页数:12
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