In 2022,Nakamura, Momoko; Yoshida, Kazuhiro; Togo, Hideo published an article in Tetrahedron. The title of the article was 《Novel preparation of 2,5-diarylpyrroles from aromatic nitriles with 3-arylpropylmagnesium bromides, 1,3-diiodo-5,5-dimethylhydantoin, and tBuOK》.Application In Synthesis of 4-Fluorobenzonitrile The author mentioned the following in the article:
Treatment of aromatic nitriles ArCN (Ar = 4-Me, 3-Me, 2-Me, 4-t-Bu, 4-Cl, 3,5-dichloro, 2-naphthyl, etc.) with 3-arylpropylmagnesium bromides (Ar'(CH2)3MgBr = H, Me, Cl) under warming conditions and then with water, followed by the reaction with DIH at room temperature under irradiation with a LED lamp and then with tBuOK gave 2,5-diarylpyrroles in moderate yields. The key step of the present method is the formation of N-iodo-2,5-diaryl-4,5-dihydropyrroles by the reaction of the formed imines with DIH, which proceeds through the 1,5-H shift of iminyl radical, 5-exo-tet cyclization by the imine group, and N-iodination of the formed 2,5-diaryldihydropyrroles.4-Fluorobenzonitrile(cas: 1194-02-1Application In Synthesis of 4-Fluorobenzonitrile) was used in this study.
4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.Application In Synthesis of 4-Fluorobenzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts