One-pot sequential reaction to 2-substituted-phenanthridinones from N-methoxybenzamides

被引：17

作者：

Liang, Dongdong ^{[1
]}

Sersen, Deanna ^{[1
]}

Yang, Chao ^{[2
]}

Deschamps, Jeffrey R. ^{[3
]}

Imler, Gregory H. ^{[3
]}

Jiang, Chao ^{[2
]}

Xue, Fengtian ^{[1
]}

机构：

[1] Univ Maryland, Sch Pharm, Dept Pharmaceut Sci, 20 Penn St, Baltimore, MD 21201 USA

[2] Nanjing Univ Sci & Technol, Sch Chem Engn, Dept Pharmaceut Engn, Nanjing 210094, Jiangsu, Peoples R China

[3] Naval Res Lab, Code 6930,4555 Overlook Ave, Washington, DC 20375 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 20期

关键词：

HYPERVALENT IODINE CHEMISTRY; H BOND ACTIVATION; AMBIENT-TEMPERATURE; ORTHO-ARYLATION; BORONIC ACIDS; C-C; PHENANTHRIDINONES; DERIVATIVES; ARENES; INHIBITORS;

D O I：

10.1039/c7ob00649g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The sequential use of a hypervalent iodine reagent leads to the one-pot synthesis of 2-bromo/chloro-phenanthridinones via an amidation of arenes followed by a regioselective halogenation reaction. These consecutive C-H functionalization reactions can be used efficiently to construct 2-substituted-phenanthridinones at room temperature with good to high yields. Application of the current method is highlighted by the concise synthesis of the natural product PJ34.

引用

页码：4390 / 4398

页数：9

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