Diversity-Oriented Synthesis of Libraries Based on Benzofuran and 2,3-Dihydrobenzofuran Scaffolds

被引：32

作者：

Qin, Liena ^{[1
]}

Vo, Duc-Duy ^{[1
]}

Nakhai, Azadeh ^{[1
]}

Andersson, C. David ^{[1
]}

Elofsson, Mikael ^{[1
]}

机构：

[1] Umea Univ, Dept Chem, SE-90187 Umea, Sweden

来源：

ACS COMBINATORIAL SCIENCE | 2017年 / 19卷 / 06期

基金：

瑞典研究理事会;

关键词：

diversity oriented synthesis; benzofuran; 2,3-dihydrobenzofuran; TUBULIN POLYMERIZATION; (+)-LITHOSPERMIC ACID; INTERNAL ALKYNES; NATURAL-PRODUCTS; DRUG DISCOVERY; FUNCTIONALIZATION; ANNULATION; INHIBITORS; INDOLES; DESIGN;

D O I：

10.1021/acscombsci.7b00014

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Benzofuran and 2,3-dihydrobenzofuran scaffolds are core components in a large number of biologically active natural and synthetic compounds including approved drugs. Herein, we report efficient synthetic protocols for preparation of libraries based on 3-carboxy 2-aryl benzofuran and 3-carboxy 2-aryl trans-2,3-dihydrobenzofuran scaffolds using commercially available salicylaldehydes, aryl boronic acids or halides and primary or secondary amines. The building blocks were selected to achieve variation in physicochemical properties and statistical molecular design and subsequent synthesis resulted in 54 lead-like compounds with molecular weights of 299-421 and calculated octanol/water partition coefficients of 1.9-4.7.

引用

页码：370 / 376

页数：7

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