Practical one-pot transformation of electron-rich aromatics into aromatic nitriles with molecular iodine and aqueous NH3 using Vilsmeier-Haack reaction was written by Ushijima, Sousuke;Moriyama, Katsuhiko;Togo, Hideo. And the article was included in Tetrahedron in 2012.Reference of 55219-11-9 This article mentions the following:
Various electron-rich aromatics could be efficiently transformed into the corresponding aromatic nitriles in good to moderate yields by treatment with DMF and POCl3, followed by the reaction with mol. iodine or 1,3-diiodo-5,5-dimethylhydantoin (DIH) in aqueous NH3. Some of the less reactive aromatics, such as anisole, 1,2-dimethoxybenzene, 1,4-dimethoxybenzene, and mesitylene, could also be transformed into the corresponding aromatic nitriles in good to moderate yields using N-methylformanilide and O(POCl2)2, followed by reaction with mol. iodine in aqueous NH3. Moreover, propiophenone derivatives could be successfully transformed into the corresponding β-chlorocinnamonitriles by the reaction with DMF and POCl3, followed by the reaction with mol. iodine and aqueous NH3. These reactions are novel metal-free one-pot methods for the preparation of aromatic nitriles from electron-rich aromatics and β-chlorocinnamonitriles from propiophenones. In the experiment, the researchers used many compounds, for example, Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9Reference of 55219-11-9).
Benzo[b]thiophene-2-carbonitrile (cas: 55219-11-9) belongs to benzothiophene derivatives. Benzothiophenes are valuable heterocycles that are widely used in medicines, agrochemicals, and materials science. The different substitution patterns in these heterocycles offer new opportunities for drug discovery and other applications in materials science.Reference of 55219-11-9
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem