Copper-catalyzed synthesis of indolyl diketones via C-H oxidation/diacylation of indoles with arylglyoxal hydrates

被引：16

作者：

Wang, Cuiping ^{[1
,2
]}

Zhang, Zhiqiang ^{[1
]}

Liu, Kui ^{[1
]}

Yan, Jingbo ^{[3
]}

Zhang, Tiexin ^{[2
]}

Lu, Gonghao ^{[1
]}

Meng, Qingtao ^{[1
]}

Chi, Haijun ^{[1
]}

Duan, Chunying ^{[2
]}

机构：

[1] Univ Sci & Technol Liaoning, Educ Dept Liaoning Prov, Key Lab Funct Mat, Anshan 114051, Peoples R China

[2] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116024, Peoples R China

[3] AmberMolTech LLC, Beijing 100081, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 29期

基金：

中国国家自然科学基金;

关键词：

AEROBIC OXIDATIVE DICARBONYLATION; AMINO CARBONYL-COMPOUNDS; METHYL KETONES; BASIC-MEDIA; FUNCTIONALIZATION; QUINOXALINES; HETEROCYCLES; ACTIVATION; ALKALOIDS; BENZOINS;

D O I：

10.1039/c7ob01255a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An expedient protocol for Cu-catalyzed C-H oxidation/diacylation of indoles with arylglyoxal hydrates to construct indolyl diketones is developed. This methodology exhibits the synthetic utility of the synthesis of an indole-alkaloid 1,2-di(1H-indol-3-yl) ethane-1,2-dione and offers a straightforward means to produce different indolyl nitrogen-containing heterocycles such as indolyl quinoxaline, indolyl hydantoin and indolyl imidazole in high yields. Preliminary mechanistic studies indicate that two proposed pathways are involved in this process.

引用

页码：6185 / 6193

页数：9

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