Palladium-catalyzed decarboxylative coupling of potassium oxalate monoester with 2-aryloxypyridines was written by Li, Zhongyuan;Jing, Kun;Li, Qili;Wang, Guanwu. And the article was included in Huaxue Xuebao in 2019.SDS of cas: 4783-68-0 This article mentions the following:
We disclose the efficient palladium-catalyzed decarboxylative esterification of 2-aryloxpyridines. This reaction proceeds smoothly with potassium oxalate monoester, affording the desired products in moderate to good yields (50%∼82%). Compared to our previous work, the electron-donating pyridinyloxy (PyO) group as the directing group and six-membered metallocycle intermediate dramatically enhance the practicability and substrate tolerance of the present method. In addition, one of the products has been chosen as the model compound to deprotect the directing group to get the valuable salicylate derivative The present method not only provides an efficient and convenient protocol for the synthesis of Et salicylate derivatives, but also enriches the diversity of Pd (II)/Pd (IV) catalytic reactions. A general procedure for the esterification of 2-aryloxypyridines with potassium oxalate monoester is as following: a mixture of 1 (0.5 mmol), Pd(OAc)2 (10 mol%), K2S2O8 (1.0 mmol), Ag2CO3 (1.0 mmol), 2 (1.0 mmol), D-CSA (0.125 mmol), and 1, 4-dioxane (2.5 mL) in a 25 mL tube was heated at 80°C for a suitable time. The reaction mixture was cooled to room temperature, and concentrated in vacuo. Purification of the residue by column chromatog. on silica gel with petroleum ether and Et acetate as the eluent provided the desired product. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0SDS of cas: 4783-68-0).
2-Phenoxypyridine (cas: 4783-68-0) 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.SDS of cas: 4783-68-0