Three-Component Domino Reactions for Regioselective Formation of Bis-indole Derivatives

被引:70
作者
Fu, Li-Ping [1 ]
Shi, Qing-Qing [1 ]
Shi, Yu [1 ]
Jiang, Bo [1 ]
Tu, Shu-Jiang [1 ]
机构
[1] Jiangsu Normal Univ, Sch Chem & Chem Engn, Key Lab Green Synthet Chem Funct Mat, Xuzhou 221116, Peoples R China
基金
美国国家科学基金会;
关键词
multicomponent domino reaction; regioselective synthesis; indolation; enaminones; bis-indoles; PROTEIN-KINASE-C; ONE-POT; MULTICOMPONENT REACTIONS; EFFICIENT SYNTHESIS; CASCADE REACTION; ALKALOIDS; HETEROCYCLES; ENAMINONES; INDIRUBIN; TOPSENTIN;
D O I
10.1021/co3001428
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A microwave-assisted regioselective reaction dealing with arylglyoxal monohydrate, diverse N-aryl enaminones, and indoles to achieve 3,2'- and 3,3'-bis-indoles by varying a substituted indole substrate is reported. The 2-unsubstituted indoles resulted in the 3,2'-bis-indole skeleton, whereas indoles bearing a methyl or phenyl group at C2 led to the 3,3'-bis-indoles with simultaneous formation of three sigma-bonds. The procedures feature excellent regioselectivity, short reaction times, convenient one-pot manner, and operational simplicity.
引用
收藏
页码:135 / 140
页数:6
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