Synthesis of Functionalized Phenathridine-6-carbonitriles via Copper-catalyzed Annulation of Vinyl Azides and NaN3 in the Presence of PhI(OAc)2

被引：16

作者：

Zhou, Bingwei ^{[1
]}

Zheng, Limeng ^{[1
]}

Xu, Zheng ^{[1
]}

Jin, Hongwei ^{[1
]}

Wu, Qingan ^{[1
]}

Li, Ting ^{[2
]}

Liu, Yunkui ^{[1
]}

机构：

[1] Zhejiang Univ Technol, State Key Lab Breeding Base Green Chem Synth Tech, Hangzhou 310014, Zhejiang, Peoples R China

[2] Nanyang Normal Univ, Coll Chem & Pharmaceut Engn, Nangyang 473061, Henan, Peoples R China

来源：

CHEMISTRYSELECT | 2018年 / 3卷 / 25期

关键词：

annulation; copper catalysis; phenathridines; radical reaction; vinyl azides; IMINYL-RADICAL FORMATION; C-H BOND; OXIDATIVE CYCLIZATION; SCHMIDT REACTION; METAL-FREE; METHYL ARENES; ARYL NITRILES; OXIME ETHERS; CATION-PI; PHENANTHRIDINES;

D O I：

10.1002/slct.201801772

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A convenient and efficient protocol for the synthesis of phenanthridine-6-carbonitriles has been successfully developed involving a copper(II)-catalyzed tandem annulation of vinyl azides and NaN3 in the presence of PhI(OAc)(2). A variety of functionalized phenanthridine-6-carbonitriles were synthesized in moderate to good yields under mild reaction conditions. Mechanistic study revealed that a radical pathway might be involved in this annulation reaction.

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收藏

页码：7354 / 7357

页数：4

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