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

来源：

ACS COMBINATORIAL SCIENCE | 2013年 / 15卷 / 02期

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

页码：135 / 140

页数：6

共 65 条

[1] Indirubin and indigo are potent aryl hydrocarbon receptor ligands present in human urine [J].