Cascade Formation of C3-Unsymmetric Spirooxindoles via PhI(OAc)2-Mediated Oxidative C-C/C-N Bond Formation

被引:14
|
作者
Sun, Jiyun [1 ]
Li, Guangchen [1 ]
Zhang, Guangtao [1 ]
Cong, Ying [1 ]
An, Xuechan [1 ]
Zhang-Negrerie, Daisy [1 ]
Du, Yunfei [1 ,2 ]
机构
[1] Tianjin Univ, Sch Pharmaceut Sci & Technol, Tianjin Key Lab Modern Drug Delivery & High Effic, Tianjin 300072, Peoples R China
[2] Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Tianjin 300072, Peoples R China
基金
中国国家自然科学基金;
关键词
spirooxindole; PhI(OAc)(2); metal-free conditions; cascade reaction; oxidative coupling; METAL-FREE CONDITIONS; HYPERVALENT IODINE OXIDATION; ORGANIC-SYNTHESIS; INTRAMOLECULAR ANNULATION; ANTIMICROBIAL ACTIVITY; SYNTHETIC APPLICATIONS; H FUNCTIONALIZATION; DOMINO REACTIONS; DERIVATIVES; CONSTRUCTION;
D O I
10.1002/adsc.201800314
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A series of C-3-unsymmetric spirooxindoles were achieved by reaction of diphenylmalonamides with PhI(OAc)(2) (PIDA) under metal-free conditions. Control experiments suggest that the hypervalent iodine-mediated reaction undergoes a cascade process involving an oxidative C-C bond formation preceeding an oxidative C-N bond formation.
引用
收藏
页码:2476 / 2481
页数:6
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