ReI-Catalyzed highly regio- and stereoselective C-H addition to terminal and internal alkynes was written by Chang, Yu-Che;Prakash, Sekar;Cheng, Chien-Hong. And the article was included in Organic Chemistry Frontiers in 2019.Application In Synthesis of 2-(m-Tolyl)pyridine This article mentions the following:
An effective ortho C-H functionalization of arylpyridines e.g., I and detachable N-pyrimidyl indoles II (R = H, CH3, C(O)CH3) by terminal and internal alkynes R1CCR2 (R1 = H, C6H5, CH3(CH2)2, C6H5CC; R2 = 4-CH3C6H4, (CH2)5OH, cyclohexyl, etc.) using a Re(I) catalyst providing an efficient access to various E-selective alkenylation products e.g., III were developed. The catalytic reaction is compatible with various aliphatic alkynes, aromatic terminal alkynes and internal alkynes, and structurally different nitrogen heterocycles. Deuterium-labeling experiments indicate that significant deuterium scrambling occurs with the directing groups and acetylenic sp C-H bonds before the migratory insertion. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Application In Synthesis of 2-(m-Tolyl)pyridine).
2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Application In Synthesis of 2-(m-Tolyl)pyridine