Iodine-promoted direct thiolation (selenylation) of imidazole with disulfides (diselenide): A convenient and metal-free protocol for the synthesis of 2-arylthio(seleno)imidazole was written by Yi, Rongnan;Liu, Sen;Gao, Hongxia;Liang, Zhiwu;Xu, Xinhua;Li, Ningbo. And the article was included in Tetrahedron in 2020.Electric Literature of C8H8N2 This article mentions the following:
A convenient and metal-free protocol for the synthesis of 2-arylthio(seleno)imidazoles I (R1 = Me, Bu, propan-2-yl, tert-butyl; R2 = 4-methylphenyl, benzyl, naphthalen-1-yl, etc.; R3 = R4 = H; R3R4 = -CH=CHCH=CH-; X = S, Se) from imidazoles II and disulfides R2SSR2/diselenides R2SeSeR2 was developed through the direct thiolation (selenylation) of imidazoles II promoted by 0.5 equivalent of iodine. This process is scalable and tolerates a wide spectrum of disulfides (diselenides) to deliver products I in high yields. Compared with previous methods, this protocol has the advantages of a simple operation, wide functional group tolerance and good yields, providing an efficient route to 2-arylthio(seleno)imidazoles I, which are key structural scaffolds of many natural products. 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Electric Literature of C8H8N2
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem