The author of 《Double Deprotonation of Pyridinols Generates Potent Organic Electron-Donor Initiators for Haloarene-Arene Coupling》 were Barham, Joshua P.; Coulthard, Graeme; Kane, Ryan G.; Delgado, Nathan; John, Matthew P.; Murphy, John A.. And the article was published in Angewandte Chemie, International Edition in 2016. Reference of Methyl 5-methoxypicolinate The author mentioned the following in the article:
Transition metal-free couplings of haloarenes with arenes, triggered using alkali metal alkoxides in the presence of an organic additive, are receiving significant attention in the literature. Most of the known organic additives effect coupling of iodoarenes, but not bromoarenes, to arenes. Recently it was reported that 2-pyridinecarbinol (11) extends the reaction to aryl bromides. This paper studies the mechanism, and reports evidence for dianions derived from 11 as electron donors to initiate the reaction. It also proposes routes by which electron-poor benzoyl derivatives can be transformed into electron donors to initiate these reactions. In addition to this study using Methyl 5-methoxypicolinate, there are many other studies that have used Methyl 5-methoxypicolinate(cas: 29681-39-8Reference of Methyl 5-methoxypicolinate) was used in this study.
Methyl 5-methoxypicolinate(cas: 29681-39-8) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Reference of Methyl 5-methoxypicolinate