Synthesis of substituted 2-alkylquinolines by visible-light photoredox catalysis was written by Mei, Yousheng;Liu, Jie;Wang, Lei;Li, Pinhua. And the article was included in Organic & Biomolecular Chemistry in 2020.Electric Literature of C8H8N2 This article mentions the following:
The condensation of anilines RNH2 (R = 2-methyl-4-chlorophenyl, 4-chlorophenyl, 2-methoxyphenyl, etc.) and alkenyl ethers such as ethoxyethene, (E)-1-ethoxyprop-1-ene, (E)-1-ethoxybut-1-ene has been demonstrated by employing visible-light photoredox catalysis. The resulting method enables the synthesis of substituted 2-alkylquinolines I [R1 = Me, Et, Pr; R2 = H, Me, Et; R3 = H, I, Br, etc.; R4 = CN, COOMe, Me, etc.; R5 = H, Br, Me, etc.], II (R6 = H, CF3, Et, OMe; R7 = H, Cl, Br) under mild and simple conditions with good substrate scope and high yields. In the experiment, the researchers used many compounds, for example, 3-Amino-4-methylbenzonitrile (cas: 60710-80-7Electric Literature of C8H8N2).
3-Amino-4-methylbenzonitrile (cas: 60710-80-7) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Electric Literature of C8H8N2
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts