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铜催化脱羧/点击级联反应:5-硒代三唑抗癌剂的区域选择性组装。

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

机构信息

College of Pharmacy, Guilin Medical University , Guilin 541004 People's Republic of China.

State Key Laboratory for the Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences of Guangxi Normal University , Guilin 541004, People's Republic of China.

出版信息

Org Lett. 2018 Feb 16;20(4):925-929. doi: 10.1021/acs.orglett.7b03734. Epub 2018 Feb 1.

DOI:10.1021/acs.orglett.7b03734
PMID:29388780
Abstract

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.

摘要

一种简单高效的铜催化脱羧/点击反应,用于从丙炔酸、二硒醚和叠氮化物制备 1,4-二取代 5-芳基硒基-1,2,3-三唑。机理研究表明,发生了炔基硒中间体的分子间 AAC 反应。通过 MTT 测定法对得到的多取代 5-硒代-1,2,3-三唑进行了体外抗癌活性测试,化合物 4f、4h 和 4p 表现出很强的癌细胞生长抑制活性。

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