Cobalt-Catalyzed Selective Unsymmetrical Dioxidation of gem-Difluoroalkenes was written by Orsi, Douglas L.;Douglas, Justin T.;Sorrentino, Jacob P.;Altman, Ryan A.. And the article was included in Journal of Organic Chemistry in 2020.Application In Synthesis of Pyridin-4-ol This article mentions the following:
Gem-Difluoroalkenes represent valuable synthetic handles for organofluorine chem.; however, most reactions of this substructure proceed through reactive intermediates prone to eliminate a fluorine atom and generate monofluorinated products. Taking advantage of the distinct reactivity of gem-difluoroalkenes, we present a cobalt-catalyzed regioselective unsym. dioxygenation of gem-difluoroalkenes using phenols and mol. oxygen, which retains both fluorine atoms and provides 闁?phenoxy-闁?闁?difluorobenzyl alcs. Mechanistic studies suggest that the reaction operates through a radical chain process initiated by Co(II)/O2/phenol and quenched by the Co-based catalyst. This mechanism enables the retention of both fluorine atoms, which contrasts most transition-metal-catalyzed reactions of gem-difluoroalkenes that typically involve defluorination. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Application In Synthesis of Pyridin-4-ol).
Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the 闂?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 闂?bonds. Pyridine derivatives are also useful as small-molecule 婵?helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Application In Synthesis of Pyridin-4-ol