4.8 Article

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

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ORGANIC LETTERS
卷 20, 期 4, 页码 925-929

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03734

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资金

  1. National Natural Science Foundation of China [21362002]
  2. Guangxi Natural Science Foundation of China [2016GXNSFEA380001, 2016GXNSFGA380005, 2016GXNSFAA380323, 2017GXNSFBA198205]
  3. State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Guangxi Normal University) [CMEMR2017-B16]
  4. Key R & D Project for Science Research and Technology Development of Guilin [GZWBXKF2016006, 20170108-10]

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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.

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