《Organophotoredox assisted cyanation of bromoarenes via silyl-radical-mediated bromine abstraction》 was written by Shee, Maniklal; Shah, Sk. Sheriff; Singh, N. D. Pradeep. Synthetic Route of C7H4FN And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020. The article conveys some information:
The insertion of a nitrile (-CN) group into arenes through the direct functionalization of the C(sp2)-Br bond is a challenging reaction. Herein, we report an organophotoredox method for the cyanation of aryl bromides using the organic photoredox catalyst 4CzIPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene) and tosyl cyanide (TsCN) as the nitrile source. A photogenerated silyl radical, via a single electron transfer (SET) mechanism, was employed to abstract bromine from aryl bromide to provide an aryl radical, which was concomitantly intercepted by TsCN to afford the aromatic nitrile. A range of substrates containing electron-donating and -withdrawing groups was demonstrated to undergo cyanation at room temperature in good yields. Thus, e.g., Me 4-bromobenzoate → Me 4-cyanobenzoate (71%) employing 4CzIPN, TsCN, (TMS)3SiOH as silyl radical source, K3PO4 as base, acetone as solvent and irradiation from blue LED. The experimental part of the paper was very detailed, including the reaction process of 4-Fluorobenzonitrile(cas: 1194-02-1Synthetic Route of C7H4FN)
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.Synthetic Route of C7H4FN
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts