Intramolecular cyclization of N-aryl amides for the synthesis of 3-amino oxindoles

被引：0

作者：

Yang, Haitao ^{[1
]}

Pan, Yu ^{[1
]}

Tian, Yijing ^{[1
]}

Yu, Kaili ^{[1
]}

Bai, Yifeng ^{[1
]}

Jiang, Yonggang ^{[1
]}

Zhang, Hongbin ^{[1
]}

Deng, Guogang ^{[1
]}

Yang, Xiaodong ^{[1
]}

机构：

[1] Yunnan Univ, Sch Pharm, Key Lab Med Chem Nat Resource, Yunnan Key Lab Res & Dev Nat Prod,Yunnan Character, Kunming 650500, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2024年 / 60卷 / 95期

关键词：

METAL-FREE SYNTHESIS; ACTIVATED ALKENES; PULMONARY-FIBROSIS; DERIVATIVES; 2-OXINDOLES; ANTIFUNGAL; REACTIVITY;

D O I：

10.1039/d4cc05259e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A mild and efficient strategy to synthesize pharmaceutically important 3-amino oxindoles from readily available N-aryl amides has been developed. This unique reaction proceeds via the intramolecular cyclization of 2-azaallyl anions with N-aryl amides to afford 3-amino substituted oxindoles. This novel method avoids the direct usage of transition metal catalysts and additional oxidants. Furthermore, the anti-pulmonary fibrosis activity evaluation showed that 3-amino oxindole 2f significantly inhibited collagen deposition, which can ameliorate pulmonary fibrosis by reducing excessive extracellular matrix (ECM) deposition.

引用

页码：14125 / 14128

页数：4

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