Synthesis of 2-Oxindoles from Substituted Indoles by Hypervalent-Iodine Oxidation

被引:46
作者
Jiang, Xinpeng [1 ]
Zheng, Cong [1 ]
Lei, Lijun [1 ]
Lin, Kai [1 ]
Yu, Chuanming [1 ,2 ]
机构
[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou, Zhejiang, Peoples R China
[2] Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Hangzhou, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
Nitrogen heterocycles; Hypervalent compounds; Iodine; Indoles; Oxidation; ONE-POT SYNTHESIS; KINASE INHIBITORS; DESIGN; REAGENTS; DERIVATIVES; ASSIGNMENT; DISCOVERY; OXINDOLES;
D O I
10.1002/ejoc.201701807
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical conversion of indoles into the corresponding 2-oxindoles is achieved efficiently using a hypervalent iodine reagent. This oxidation is amenable to different substituted indoles, and allows the synthesis of a wide range of synthetically valuable substituted 2-oxindoles in up to 90% yield. Furthermore, Ropinirole, a drug used to alleviate the symptoms of Parkinson's disease, was synthesized in three steps in an overall yield of 44% using this method.
引用
收藏
页码:1437 / 1442
页数:6
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