Huang, Zhiliang; Guan, Renpeng; Shanmugam, Muralidharan; Bennett, Elliot L.; Robertson, Craig M.; Brookfield, Adam; McInnes, Eric J. L.; Xiao, Jianliang published their research in Journal of the American Chemical Society in 2021. The article was titled 《Oxidative Cleavage of Alkenes by O2 with a Non-Heme Manganese Catalyst》.Synthetic Route of C7H7NO The article contains the following contents:
The oxidative cleavage of C=C double bonds with mol. oxygen to produce carbonyl compounds is an important transformation in chem. and pharmaceutical synthesis. In nature, enzymes containing the first-row transition metals, particularly heme and non-heme iron-dependent enzymes, readily activate O2 and oxidatively cleave C=C bonds with exquisite precision under ambient conditions. The reaction remains challenging for synthetic chemists, however. There are only a small number of known synthetic metal catalysts that allow for the oxidative cleavage of alkenes at an atm. pressure of O2, with very few known to catalyze the cleavage of nonactivated alkenes. In this work, we describe a light-driven, Mn-catalyzed protocol for the selective oxidation of alkenes to carbonyls under 1 atm of O2. For the first time, aromatic as well as various nonactivated aliphatic alkenes could be oxidized to afford ketones and aldehydes under clean, mild conditions with a first row, biorelevant metal catalyst. Moreover, the protocol shows a very good functional group tolerance. Mechanistic investigation suggests that Mn-oxo species, including an asym., mixed-valent bis(μ-oxo)-Mn(III,IV) complex, are involved in the oxidation, and the solvent methanol participates in O2 activation that leads to the formation of the oxo species. In the part of experimental materials, we found many familiar compounds, such as 4-Acetylpyridine(cas: 1122-54-9Synthetic Route of C7H7NO)
4-Acetylpyridine(cas: 1122-54-9) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Synthetic Route of C7H7NO