Facilitating Ir-Catalyzed C-H Alkynylation with Electrochemistry: Anodic Oxidation-Induced Reductive Elimination was written by Ye, Xiaohan;Wang, Chenhuan;Zhang, Shuyao;Wei, Jingwen;Shan, Chuan;Wojtas, Lukasz;Xie, Yan;Shi, Xiaodong. And the article was included in ACS Catalysis in 2020.Synthetic Route of C12H11N This article mentions the following:
An electrochem. approach in promoting directed C-H alkynylation with terminal alkyne via iridium catalysis is reported. This work employed anodic oxidation of Ir(III) intermediate (characterized by X-ray crystallog.) to promote reductive elimination, giving the desired coupling products in good yields (up to 95%) without the addition of any other external oxidants. This transformation is suitable for various directing groups with H2 as the only byproduct, which warrants a high atom economy and practical oxidative C-C bond formation under mild conditions. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Synthetic Route of C12H11N).
2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Synthetic Route of C12H11N