Ansari, Tharique N.; Sharma, Sudripet; Bora, Pranjal P.; Ogulu, Deborah; Parmar, Saurav; Gallou, Fabrice; Kozlowski, Pawel M.; Handa, Sachin published their research in ChemSusChem in 2021. The article was titled 《Photoassisted Charge Transfer Between DMF and Substrate: Facile and Selective N,N-Dimethylamination of Fluoroarenes》.Name: 4-Bromo-2-fluorobenzonitrile The article contains the following contents:
A reversible Van der Waals complex formation between the electron-deficient fluorinated aromatic ring and N,N-dimethylformamide (DMF) mols. followed by light irradiation resulted in charge transfer (CT) process. The complex was stabilized by ammonium formate and further decomposed to form the C-N bond. Control experiments revealed that the simultaneous SNAr pathway also contributes to product formation. This methodol. is mild, metal-free, and effective for the amination of a variety of substrates. The reproducibility of this methodol. was also verified on gram-scale reactions. The CT states were supported by control UV/Vis spectroscopy and computational studies. Thus, e.g., perfluoronaphthalene + DMF → 2-(dimethylamino)-1,3,4,5,6,7,8-heptafluoronaphthalene (90%, 80% isolated) in presence of ammonium formate additive under white light, together with 2-amino-1,3,4,5,6,7,8-heptafluoronaphthalene as byproduct (10%). The experimental part of the paper was very detailed, including the reaction process of 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Name: 4-Bromo-2-fluorobenzonitrile)
4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a reagent in the synthesis of picolinamide derivatives as a novel class of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors.Name: 4-Bromo-2-fluorobenzonitrile 4-Bromo-2-fluorobenzonitrile is also used in the preparation of fluorinated CB2 receptor agonists for PET imaging.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts