Literature DB >> 29388780

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

Fei-Hu Cui1,2, Jing Chen2, Zu-Yu Mo2, Shi-Xia Su2, Yan-Yan Chen1, Xian-Li Ma1, Hai-Tao Tang2, Heng-Shan Wang2, Ying-Ming Pan2, Yan-Li Xu1,2.   

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.

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Year:  2018        PMID: 29388780     DOI: 10.1021/acs.orglett.7b03734

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Copper-catalyzed in situ oxidative-coupling for one-pot synthesis of 5-aryl-1,4-disubstituted 1,2,3-triazoles under mild conditions.

Authors:  Chao Wang; Qianqian Li; Shilei Wang; Gongming Zhu; Anlian Zhu; Lingjun Li
Journal:  RSC Adv       Date:  2021-11-25       Impact factor: 4.036

2.  A comparative study between Cu(INA)2-MOF and [Cu(INA)2(H2O)4] complex for a click reaction and the Biginelli reaction under solvent-free conditions.

Authors:  Julia C Mansano Willig; Gustavo Granetto; Danielly Reginato; Felipe R Dutra; Érica Fernanda Poruczinski; Isadora M de Oliveira; Helio A Stefani; Sílvia D de Campos; Élvio A de Campos; Flávia Manarin; Giancarlo V Botteselle
Journal:  RSC Adv       Date:  2020-01-21       Impact factor: 4.036

3.  An eccentric rod-like linear connection of two heterocycles: synthesis of pyridine trans-tetrafluoro-λ6-sulfanyl triazoles.

Authors:  Prajwalita Das; Kiyoteru Niina; Tomoya Hiromura; Etsuko Tokunaga; Norimichi Saito; Norio Shibata
Journal:  Chem Sci       Date:  2018-05-14       Impact factor: 9.825

  3 in total

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