Copper-Catalyzed Decarboxylative/Click Cascade Reaction: Regioselective Assembly of 5-Selenotriazole Anticancer Agents

被引：98

作者：

Cui, Fei-hu ^{[1
,2
]}

Chen, Jing ^{[2
]}

Mo, Zu-yu ^{[2
]}

Su, Shi-xia ^{[2
]}

Chen, Yan-yan ^{[1
]}

Ma, Xian-li ^{[1
]}

Tang, Hai-tao ^{[2
]}

Wang, Heng-shan ^{[2
]}

Pan, Ying-ming ^{[2
]}

Xu, Yan-li ^{[1
,2
]}

机构：

[1] Guilin Med Univ, Coll Pharm, Guilin 541004, Peoples R China

[2] Guangxi Normal Univ, Sch Chem & Pharmaceut Sci, State Key Lab Chem & Mol Engn Med Resources, Guilin 541004, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 04期

基金：

中国国家自然科学基金;

关键词：

AZIDE-ALKYNE CYCLOADDITION; ONE-POT REACTION; CLICK-CHEMISTRY; 1,4,5-TRISUBSTITUTED 1,2,3-TRIAZOLES; BIOLOGICAL EVALUATION; COUPLING REACTION; TERMINAL ALKYNES; MILD CONDITIONS; ORGANIC AZIDES; SELENIUM;

D O I：

10.1021/acs.orglett.7b03734

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and efficient Cu-catalyzed decarboxylative/click reaction for the preparation of 1,4-disubstituted 5-arylselanyl-1,2,3-triazoles from propiolic acids, diselenides, and azides has been developed. The mechanistic study revealed that the intermolecular AAC reaction of an alkynyl selenium intermediate occurred. The resulting multisubstituted 5-seleno-1,2,3-triazoles were tested for in vitro anticancer activity by MTT assay, and compounds 4f, 4h, and 4p showed potent cancer cell-growth inhibition activities.

引用

页码：925 / 929

页数：5

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