Visible-Light- and PPh3-Mediated Direct C-N Coupling of Nitroarenes and Boronic Acids at Ambient Temperature was written by Manna, Kartic;Ganguly, Tanusree;Baitalik, Sujoy;Jana, Ranjan. And the article was included in Organic Letters in 2021.Safety of 4-((4-Methoxyphenyl)amino)benzonitrile The following contents are mentioned in the article:
Herein a metal-free, visible-light- and triphenylphosphine-mediated intermol., reductive amination between nitroarenes and boronic acids at ambient temperature without any photocatalyst is presented. Mechanistically, a slow reduction of nitroarenes to a nitroso and, finally, a nitrene intermediate occurs that leads to the amination product with concomitant 1,2-aryl/-alkyl migration from a boronate complex. A wide range of nitroarenes underwent C-N coupling with aryl-/alkylboronic acids providing high yields. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Safety of 4-((4-Methoxyphenyl)amino)benzonitrile).
4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Safety of 4-((4-Methoxyphenyl)amino)benzonitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts