Direct and Practical Synthesis of Primary Anilines through Iron-Catalyzed C-H Bond Amination was written by Legnani, Luca;Prina Cerai, Gabriele;Morandi, Bill. And the article was included in ACS Catalysis in 2016.Electric Literature of C8H8N2O This article mentions the following:
The direct C-H amination of arenes is an important strategy to streamline the discovery and preparation of functional mols. Herein, we report an operationally simple arene C-H amination reaction that, in contrast to most literature precedence, affords directly the synthetically versatile primary aniline products without relying on protecting group manipulations. Inexpensive Fe(II) sulfate serves as a convenient catalyst for the transformation. The reaction tolerates a wide scope of arenes, including structurally complex drugs. Importantly, the arene substrates are used as limiting reagents in the transformation. This operationally simple transformation should considerably accelerate the discovery of medicines and functional mols. In the experiment, the researchers used many compounds, for example, 3-Amino-4-methoxybenzonitrile (cas: 60979-25-1Electric Literature of C8H8N2O).
3-Amino-4-methoxybenzonitrile (cas: 60979-25-1) belongs to nitriles. The R-C-N bond angle in and nitrile is 180鎺?which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two 锜? bond in the triple bond. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Electric Literature of C8H8N2O
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts