CU2O-Catalyzed C(SP3)-H/C(SP3)-H Cross-Coupling Using TEMPO: Synthesis of 3-(2-Oxoalkyl)-3-hydroxyoxindoles

被引:9
作者
Wang, Baoshuang [1 ]
Zhu, Jiayi [1 ]
Wei, Yang [1 ]
Luo, Guotian [1 ]
Qu, Hongen [1 ]
Liu, Liang-Xian [1 ]
机构
[1] Gannan Normal Univ, Key Lab, Coll Chem & Chem Engn, Jiangxi Univ Funct Mat Chem, Ganzhou 341000, Jiangxi, Peoples R China
关键词
Cross-coupling; 3-hydroxyindole; methyl ketone; TEMPO; ORGANOCATALYTIC ASYMMETRIC-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; DECARBOXYLATIVE ADDITION; ACTIVATED ALKENES; MOLECULAR-OXYGEN; OXINDOLES; OXIDATIONS; 3-HYDROXY-2-OXINDOLES; HYDROXYLATION; DERIVATIVES;
D O I
10.1080/00397911.2015.1111383
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple, convenient, and efficient oxidative cross-coupling reaction of oxindoles with ketones toward a variety of 3-(2-oxoalkyl)-3-hydroxyoxindoles in moderate to excellent yields has been developed. This transformation proceeds via a tandem oxidative cross-coupling by using 2,2,6,6-tetramethylpiperidine N-oxyl (TEMPO) in air as an environmentally benign oxidant. This methodology provides an alternative approach for the direct generation of all-carbon quaternary centers at the C3 position of oxindoles.
引用
收藏
页码:2841 / 2848
页数:8
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