Electrochemical Benzylic C-H Functionalization with Isocyanides was written by Tang, Shanyu;Guillot, Regis;Grimaud, Laurence;Vitale, Maxime R.;Vincent, Guillaume. And the article was included in Organic Letters in 2022.Safety of 2-(4-Methoxyphenyl)-2-methylpropanenitrile This article mentions the following:
Author report the challenging direct carbamoylation or cyanation of benzylic C(sp3)-H bonds with an isocyanide via an electrochem. process giving rise to structures which are encountered in several biol. relevant compounds and drugs. This transformation proceeds in mild conditions without the need of any external oxidant and avoids the necessity to start from a prefunctionalized benzylic substrate or the deployment of the cation pool method. Anodic oxidation of the benzylic position and subsequent addition of the isocyanide leads to the formation of a C-C bond and to a nitrilium cation which hydrolysis yields alpha-aryl acetamide derivatives, while elimination of a t-Bu cation delivers alpha-aryl acetonitrile derivatives In the experiment, the researchers used many compounds, for example, 2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5Safety of 2-(4-Methoxyphenyl)-2-methylpropanenitrile).
2-(4-Methoxyphenyl)-2-methylpropanenitrile (cas: 5351-07-5) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. 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 2-(4-Methoxyphenyl)-2-methylpropanenitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts