Synthesis and anticholinesterase activity of 2-substituted-N-alkynylindoles

被引：9

作者：

Prochnow, Thais ^{[1
]}

Maroneze, Adriano ^{[1
]}

Back, Davi F. ^{[2
]}

Jardim, Natalia S. ^{[1
]}

Nogueira, Cristina W. ^{[1
]}

Zeni, Gilson ^{[1
]}

机构：

[1] Univ Fed Santa Maria, CCNE, Lab Sintese Reatividade Avaliacao Farmacol & Toxi, BR-97105900 Santa Maria, RS, Brazil

[2] Univ Fed Santa Maria, CCNE, Lab Mat Inorgan, BR-97105900 Santa Maria, RS, Brazil

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2018年 / 16卷 / 42期

关键词：

PALLADIUM-CATALYZED REACTIONS; C-H BOND; STEREOSELECTIVE-SYNTHESIS; INDOLES; YNAMIDES; FUNCTIONALIZATION; AGENTS; REGIO; DERIVATIVES; ENAMIDES;

D O I：

10.1039/c8ob02165a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this paper, we report a protocol for the preparation of 2-substituted-N-alkynylindoles via metalation of N-alkynylindoles followed by the capture of a 2-indolyl lithium intermediate with different electrophiles. The reactivity of the indoles prepared was also demonstrated through the reaction with CBr4/Ph3P for the preparation of 2-gem-dibromovinyl N-alkynylindoles and the hydrotelluration reaction of N-alkynylindoles, which led to vinylic tellurides. Some compounds prepared showed AChE inhibitory potential in the low micromolar range similar to that obtained with donepezil, a commercially available cholinesterase inhibitor.

引用

页码：7926 / 7934

页数：9

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