Hydride-Induced Anionic Cyclization: An Efficient Method for the Synthesis of 6-H-Phenanthridines via a Transition-Metal-Free Process

被引：57

作者：

Chen, Wei-Lin ^{[1
]}

Chen, Chun-Yuan ^{[1
]}

Chen, Yan-Fu ^{[1
]}

Hsieh, Jen-Chieh ^{[1
]}

机构：

[1] Tamkang Univ, Dept Chem, Taipei 25137, Taiwan

来源：

ORGANIC LETTERS | 2015年 / 17卷 / 06期

关键词：

NUCLEOPHILIC AROMATIC-SUBSTITUTION; COPPER-MEDIATED FLUORINATION; CASCADE RING-CLOSURE; C BOND FORMATION; O-PHENYL OXIMES; BENZOPHENANTHRIDINE ALKALOIDS; SCELETIUM ALKALOIDS; PALLADIUM CATALYSIS; IMINYL RADICALS; SNAR REACTIONS;

D O I：

10.1021/acs.orglett.5b00544

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel procedure for hydride-induced anionic cyclization has been developed. It includes the reduction of a biaryl bromo-nitrile with a nucleophilic aromatic substitution (SNAr). A range of polysubstituted 6-H-phenanthridines were so obtained in moderate to good yield with good substrate tolerance. This method involves a concise transition-metal-free process and was applied to synthesize natural alkaloids.

引用

页码：1613 / 1616

页数：4

共 79 条

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