Synthesis of Phenanthridines through Palladium-Catalyzed Cascade Reaction of 2-Halo-N-Ms-arylamines with Benzyl Halides/Sulfonates

被引：22

作者：

Yang, Si-Yi ^{[1
]}

Han, Wen-Yong ^{[1
]}

Zhang, Ding-Lei ^{[1
]}

Zhou, Xiao-Jian ^{[1
]}

Bai, Mei ^{[1
]}

Cui, Bao-Dong ^{[1
]}

Wan, Nan-Wei ^{[1
]}

Yuan, Wei-Cheng ^{[2
]}

Chen, Yong-Zheng ^{[1
]}

机构：

[1] Zunyi Med Univ, Gener Drug Res Ctr Guizhou Prov, Sch Pharm, Zunyi 563000, Peoples R China

[2] Chinese Acad Sci, Chengdu Inst Organ Chem, Natl Engn Res Ctr Chiral Drugs, Chengdu 610041, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 2017卷 / 05期

关键词：

Cascade reactions; Nitrogen heterocycles; Nucleophilic substitution; C-H activation; Palladium; BENZIMIDAZOLE-FUSED PHENANTHRIDINES; ONE-POT SYNTHESIS; BIPHENYL ISOCYANIDES; POLYCYCLIC COMPOUNDS; COUPLING REACTIONS; EFFICIENT METHOD; DERIVATIVES; HECK; CYCLIZATION; ARYLATION;

D O I：

10.1002/ejoc.201601608

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient palladium-catalyzed nucleophilic substitution/C-H activation/aromatization cascade reaction between readily available 2-halo-N-Ms-arylamines (Ms = methanesulfonyl) and benzyl halides/sulfonates has been described. A wide variety of phenanthridines were synthesized in a one-pot fashion in moderate to high yields (37-86 %). Notably, this method provides a straightforward, facile approach for the synthesis of phenanthridines. The practicality was further substantiated by successfully carrying out a gram-scale preparation.

引用

页码：996 / 1003

页数：8

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