A C-to-O atom-swapping reaction sequence enabled by Ni-catalyzed decarbonylation of lactones was written by Luu, Quang H.;Li, Junqi. And the article was included in Chemical Science in 2022.Name: 2-Bromo-4-(trifluoromethyl)benzaldehyde This article mentions the following:
Advances in site-selective functionalization reactions have enabled single atom changes on the periphery of a complex mol., but reaction manifolds that enable such changes on the core framework of the mol. remain sparse. Here, authors disclose a strategy for carbon-to-oxygen substitution in cyclic diarylmethanes and diarylketones to yield cyclic diarylethers. Oxygen atom insertion is accomplished by methylene and Baeyer-Villiger oxidations To remove the carbon atom in this C-to-O “atom swap” process, authors developed a nickel-catalyzed decarbonylation of lactones to yield the corresponding cyclic diaryl ethers. This reaction was enabled by mechanistic studies with stoichiometric nickel(II) complexes that led to the optimization of a ligand capable of promoting a challenging C(sp2)-O(aryl) reductive elimination. The nickel-catalyzed decarbonylation was applied to 6-8 membered lactones (16 examples, 32-99%). Finally, a C-to-O atom-swapping reaction sequence was accomplished on a natural product and a pharmaceutical precursor. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Name: 2-Bromo-4-(trifluoromethyl)benzaldehyde).
2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Name: 2-Bromo-4-(trifluoromethyl)benzaldehyde
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary