Iron-Mediated Electrophilic Amination of Organozinc Halides using Organic Azides was written by Grassl, Simon;Singer, Johannes;Knochel, Paul. And the article was included in Angewandte Chemie, International Edition in 2020.Application In Synthesis of 1-Methylbenzimidazole This article mentions the following:
A wide range of alkyl-, aryl- and heteroarylzinc halides were aminated with highly functionalized alkyl, aryl, and heterocyclic azides. The reaction proceeded smoothly at 50 °C within 1 h in the presence of FeCl3 (0.5 equiv) to furnish the corresponding secondary amines such as RNHR1 [R = 4-MeOC6H4, 3,5-di-MeC6H3, 6-chloro-3-pyridyl, etc.; R1 = cyclopropyl, 4-FC6H4, 4-ClC6H4, etc.] in good yields. This method was extended to peptidic azides and provided the arylated substrates with full retention of configuration. To demonstrate the utility of this reaction, prepared two amine derivatives of pharmaceutical relevance using this iron-mediated electrophilic amination as the key step. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Application In Synthesis of 1-Methylbenzimidazole).
1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Application In Synthesis of 1-Methylbenzimidazole
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem