Palladium-Catalyzed Selective Synthesis of 3-Hydroxy-2-oxindoles via Cascade C-H Cycloaddition and Oxidation of -Aminoacetophenones

被引：1
|
作者：
Liao, Yan-Yan [1 ]
Xu, Li [1 ]
Tang, Ri-Yuan [1 ]
Zheng, Wen-Xu [1 ]
机构：
[1] South China Agr Univ, Dept Appl Chem, Coll Mat & Energy, Guangzhou 510642, Guangdong, Peoples R China
来源：
SYNTHESIS-STUTTGART | 2018年 / 50卷 / 23期
关键词：
palladium; indole; cyclization; oxidation; C-H functionalization; NUCLEOPHILIC-ADDITION; CYCLIZATION REACTIONS; ALPHA-KETOAMIDES; CARBON; 2-OXINDOLES;
D O I：
10.1055/s-0037-1610537
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel method for the synthesis of 3-hydroxy-2-oxindole (3-hydroxyindolin-2-one) derivatives by palladium-catalyzed tandem C-H cycloaddition and oxidation of a-aminoacetophenone has been developed. In the presence of Pd(OAc) 2 and AgOAc, a variety of 3-hydroxy-2oxindoles were synthesized in moderate yields. Control experiments show that the selective cycloaddition occurs prior to the oxidation is crucial for this successful chemical transformation.
引用
收藏
页码：4645 / 4650
页数：6
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