Guo, Rui et al. published their research in Angewandte Chemie, International Edition in 2022 | CAS: 53312-77-9

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) 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. 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.SDS of cas: 53312-77-9

Photoinduced Copper-Catalyzed Asymmetric C(sp3)-H Alkynylation of Cyclic Amines by Intramolecular 1,5-Hydrogen Atom Transfer was written by Guo, Rui;Xiao, Haijing;Li, Sijia;Luo, Yixin;Bai, Jiahui;Zhang, Mengzhen;Guo, Yinlong;Qi, Xiaotian;Zhang, Guozhu. And the article was included in Angewandte Chemie, International Edition in 2022.SDS of cas: 53312-77-9 This article mentions the following:

The development of a mild and general method for C(sp3)-H functionalization of cyclic amines has been an ongoing challenge. In this work, authors describe the copper-catalyzed enantioselective C(sp3)-H alkynylation of unactivated cyclic 2-iodo-benzamide under photo-irradiation by intramol. 1,5-hydrogen atom transfer (HAT). The employment of a new bisoxazoline diphenylamine ligand, in conjunction with 1,1′-bi-2-naphthol, which significantly improved the reduction potential of the copper complex, was the key to success of this chem. Mechanistic and computational studies supported that the new copper complex served the dual role as a photoredox and coupling catalyst, the reaction went through a radical process, and the intramol. 1,5-HAT process was involved in the rate-limiting step. Apart from the broad substrate scope including unprecedented benzocyclic amines, this method also showed excellent diastereoselectivity in 2-monosubstituted cyclic amines via substrate control. In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9SDS of cas: 53312-77-9).

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) 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. 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.SDS of cas: 53312-77-9

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts