Borrowing Hydrogen Methodology for N-Benzylation using a π-Benzylpalladium System in Water was written by Hikawa, Hidemasa;Koike, Toshitaka;Izumi, Kyoko;Kikkawa, Shoko;Azumaya, Isao. And the article was included in Advanced Synthesis & Catalysis in 2016.Quality Control of 2-Amino-4-(trifluoromethyl)benzonitrile This article mentions the following:
The authors demonstrate a borrowing hydrogen methodol. using the unique reactivity of the π-benzylpalladium system in water, which offers an efficient and environmentally friendly N-monobenzylation of electron-deficient anilines or 2-aminopyridine with non-activated benzylic alcs. under neutral conditions. The crossover experiment using benzyl-α,α-d2 alc. and 3-methylbenzyl alc. afforded H/D scrambling products, suggesting that the borrowing hydrogen pathway occurred in the authors’ catalytic system. The authors’ simple protocol can accomplish a gram scale reaction of 2-aminobenzonitrile (76% isolated yield), and was performed using only 1 mol % Pd(OAc)2 and 2 mol % TPPMS without other additives in water. In the experiment, the researchers used many compounds, for example, 2-Amino-4-(trifluoromethyl)benzonitrile (cas: 1483-54-1Quality Control of 2-Amino-4-(trifluoromethyl)benzonitrile).
2-Amino-4-(trifluoromethyl)benzonitrile (cas: 1483-54-1) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Quality Control of 2-Amino-4-(trifluoromethyl)benzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts