Selective and Scalable Perfluoroarylation of Nitroalkanes was written by Day, Jon I.;Weaver, Jimmie D.. And the article was included in Journal of Organic Chemistry in 2017.Synthetic Route of C5F5N The following contents are mentioned in the article:
Functionalized per- and polyfluoroarenes are important building blocks, with many industrially and medicinally important mols. containing them. Nucleophilic aromatic substitution can be employed as a quick and straightforward way to synthesize these building blocks. While many methods to derivatize fluoroarenes exist that use heteroatom centered nucleophiles, there are fewer methods that use carbon centered nucleophiles, and of those many are poorly defined. This work presents the SNAr reaction of nucleophiles generated from nitroalkanes with a variety of fluorinated arenes. Given that the products are versatile, accessing polyfluorinated arene building blocks in substantial scale is important. This method is highly regioselective, and produces good to moderate yields on a large scale, sans chromatog., and thus fulfills this need. In addition, the regioselectivity of the addition was probed using both DFT calculations and exptl. via halogen exchange. This study involved multiple reactions and reactants, such as 2,3,4,5,6-Perfluoropyridine (cas: 700-16-3Synthetic Route of C5F5N).
2,3,4,5,6-Perfluoropyridine (cas: 700-16-3) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Synthetic Route of C5F5N