Solution-Phase Parallel Synthesis of a Multi-substituted Benzo[b]thiophene Library

被引：49

作者：

Cho, Chul-Hee ^{[1
]}

Neuenswander, Benjamin ^{[2
]}

Lushington, Gerald H. ^{[2
]}

Larock, Richard C. ^{[1
]}

机构：

[1] Iowa State Univ, Dept Chem, Ames, IA 50011 USA

[2] Univ Kansas, NIH, Ctr Excellence Chem Methodol & Lib Dev, Lawrence, KS 66047 USA

来源：

JOURNAL OF COMBINATORIAL CHEMISTRY | 2009年 / 11卷 / 05期

基金：

美国国家卫生研究院;

关键词：

ESTROGEN-RECEPTOR MODULATORS; CROSS-COUPLING REACTIONS; ONE-POT SYNTHESIS; TUBULIN POLYMERIZATION; ELECTROPHILIC CYCLIZATION; COMBINATORIAL CHEMISTRY; DEVELOPMENT SETTINGS; ESTIMATE SOLUBILITY; DRUG DISCOVERY; DERIVATIVES;

D O I：

10.1021/cc9000604

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Generation of a library using parallel syntheses of multi-substituted benzo[b]thiophenes is described. The requisite 3-iodobenzo[b]thiophenes are readily prepared in excellent yields from various alkynes bearing electron-rich aromatic rings by electrophilic cyclization using I-2 in CH2Cl2. The heteroaromatic carbon-iodine bonds allow further diversification by palladium-catalyzed Suzuki-Miyaura, Sonogashira, Heck, and carboalkoxylation chemistry to give multi-substituted benzo[b]thiophene derivatives.

引用

收藏

页码：900 / 906

页数：7

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