Synthesis of 1H-Indole-2,3-dicarboxylates via Rhodium-Catalyzed C-H Annulation of Arylhydrazines with Maleates

被引:5
|
作者
Zhang, Sheng [1 ]
Li, He [2 ]
Yamamoto, Yoshinori [1 ,3 ]
Bao, Ming [1 ]
机构
[1] Dalian Univ Technol, State Key Lab Fine Chem, Dalian 116023, Peoples R China
[2] Inner Mongolia Univ Nationalities, Coll Chem & Mat Sci, Tongliao 028000, Peoples R China
[3] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
来源
JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 19期
基金
中国国家自然科学基金;
关键词
INDOLE-2,3-DICARBOXYLIC ANHYDRIDES; BOND ACTIVATION; DIAZO-COMPOUNDS; FUNCTIONALIZATION; SYNTHONS;
D O I
10.1021/acs.joc.0c01727
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This work describes a one-step synthesis of 1H-indole-2,3-dicarboxylates through C-H activation. Rhodium-catalyzed tandem C-H activation and annulation of 2-acetyl-1-phenylhydrazines with maleates proceeded smoothly in the presence of additive NaOAc and oxidant Ag2CO3 and produced the corresponding indole derivatives, 1H-indole-2,3-dicarboxylates, in satisfactory to good yields. A variety of useful functional groups were tolerated on the benzene ring including halogen atoms (F, Cl, Br, and I) and methoxycarbonyl groups.
引用
收藏
页码:12544 / 12552
页数:9
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