Synthesis of Isoquinoline Derivatives via Palladium-Catalyzed C-H/C-N Bond Activation of N-Acyl Hydrazones with α-Substituted Vinyl Azides

被引：18

作者：

Nie, Biao ^{[1
]}

Wu, Wanqing ^{[1
]}

Zeng, Wei ^{[1
]}

Ren, Qingyun ^{[2
]}

Zhang, Ji ^{[2
]}

Zhang, Yingjun ^{[2
]}

Jiang, Huanfeng ^{[1
,3
]}

机构：

[1] South China Univ Technol, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Peoples R China

[2] State Key Lab Antiinfect Drug Dev, Dongguan 523871, Peoples R China

[3] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2020年 / 362卷 / 06期

基金：

中国国家自然科学基金;

关键词：

C-H activation; N-acyl hydrazones; directing group; isoquinoline; H FUNCTIONALIZATION; INTERNAL ALKYNES; EFFICIENT SYNTHESIS; IRIDIUM COMPLEXES; 4+2 ANNULATION; EASY ACCESS; LIGANDS; RESOLUTION; FLAVANONES; SERIES;

D O I：

10.1002/adsc.201901394

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A palladium-catalyzed cyclization of N-acetyl hydrazones with vinyl azides has been developed. Various substituted isoquinolines, including diverse fused isoquinolines can be prepared via this protocol in moderate to good yields. Mechanistic studies suggest that alpha-substituted vinyl azide serves as an internal nitrogen source. Also, C-H bond activation and C-N bond cleavage have been realized using hydrazone as directing group.

引用

页码：1362 / 1369

页数：8

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