TEMPO-Mediated Synthesis of N-(Fluoroalkyl)imidazolones via Reaction of Imidazoles with Iodofluoroacetate was written by Chen, Jia-Hao;Ahmed, Wasim;Li, Ming-Hua;Li, Zhao-Dong;Cui, Zi-Ning;Tang, Ri-Yuan. And the article was included in Advanced Synthesis & Catalysis in 2020.Electric Literature of C8H8N2 This article mentions the following:
A TEMPO-mediated oxidative copper-catalyzed synthesis of N-(fluoroalkyl)imidazolones e.g., I via the radical addition of imidazoles such as 6-bromo-3-methyl-3H-imidazo[4,5-b]pyridine, 1-phenylimidazole, 5-bromo-1-methylbenzimidazole, etc. with iodofluoroacetate ICH(F)C(O)OCH2CH3 was reported. A possible key intermediate involving TEMPO was observed by ESI-MS. Also found that aerobic oxidation conditions were effective for the transformation in the presence of a copper catalyst, enabling access to a number of N-(fluoroalkyl)imidazolones I in moderate to good yields. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Electric Literature of C8H8N2).
1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Electric Literature of C8H8N2
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem