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

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 inter...

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Veröffentlicht in:Organic letters 2018-02, Vol.20 (4), p.925-929
Hauptverfasser: Cui, Fei-hu, Chen, Jing, Mo, Zu-yu, Su, Shi-xia, Chen, Yan-yan, Ma, Xian-li, Tang, Hai-tao, Wang, Heng-shan, Pan, Ying-ming, Xu, Yan-li
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Sprache:eng
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Zusammenfassung: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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.7b03734