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Updated: Sep 17, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Synthesis of azole-fused thiazinethiones using a carbon disulfide surrogate via C-N/C-S tandem coupling and
Thi Hong Hoang1,2, Quynh Nhu Tran3,1, Xuan Tu Nguyen4
1Graduate University of Science and Technology, Vietnam Academy of Science and Technology No. 18 Hoang Quoc Viet Street, Cau Giay Ha Noi 100000 Vietnam.
Abstract:
An operationally advantageous catalytic protocol for the synthesis of benzo[4,5]imidazo- or imidazo[1,2-c][1,3]thiazinethiones, a class of compounds holding significant potential for biological and pharmacological applications, was reported. Utilizing magnetic Cu-MOF-74 as a reusable heterogeneous catalyst, a sequential C-N/C-S coupling and intramolecular cyclization strategy was developed using a carbon disulfide surrogate that avoids direct handling of CS2. The substrate scope was broad, accommodating a variety of electronic and structural variations, including electron-donating and electron-withdrawing substituents, alongside complex cyclic and alkyl-substituted motifs. Furthermore, evaluation against MCF-7 breast carcinoma cells demonstrated that these synthetic compounds exhibited notable anti-cancer activity, with selected derivatives showing potent concentration-dependent growth inhibition.
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