Selective Metalation and Functionalization of Fluorinated Nitriles Using 2,2,6,6-Tetramethylpiperidyl Bases was written by dos Santos, Thiago;Orenha, Henrique P.;Murie, Valter E.;Vessecchi, Ricardo;Clososki, Giuliano C.. And the article was included in Organic Letters in 2021.Electric Literature of C6H3FN2 This article mentions the following:
Herein, regioselective deprotometalation of aromatic and heteroaromatic nitriles has been accomplished using (TMP)2Zn·2MgCl2·2LiCl and TMPMgCl·LiCl (TMP = 2,2,6,6-tetramethylpiperidinyl) with the exploration of new and scarcely investigated metalation positions. Regioselectivity was rationalized by DFT calculations The quenching of the generated organozinc and organomagnesium intermediates with various electrophiles gave access to 47 highly functionalized nitriles with yields up to 95%. Addnl., a difunctionalization strategy and the use of functionalized nitriles as building blocks to construct relevant heterocycles have been reported. In the experiment, the researchers used many compounds, for example, 2-Fluoroisonicotinonitrile (cas: 3939-14-8Electric Literature of C6H3FN2).
2-Fluoroisonicotinonitrile (cas: 3939-14-8) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Electric Literature of C6H3FN2