A Catalytic Strategy for α,ω-Functionalization: NHC-Mediated Fragmentation/Umpolung Cascades to Access Hydroxytrifluoromethyl Ynones and Allenones was written by Selg, Christoph;Kraft, Fabian B.;Welcke, Linda;Zeitler, Kirsten. And the article was included in ChemCatChem in 2019.Product Details of 192436-83-2 This article mentions the following:
Herein we report an unprecedented, convenient NHC-catalyzed one-pot cascade reaction to afford α,ω-difunctionalized hydroxytrifluoromethyl alkynones and allenones in a single step. The critical fragile aliphatic aldehydes are introduced by a base-mediated in situ Grob-type fragmentation of their corresponding latent cyclic vinylogous hemiacetal triflate (VHAT) and γ-hydroxy vinyl triflate (GHVT) precursors, avoiding typical problems and losses upon isolation. The ‘demasked’ aldehydes are subsequently trapped by NHC-catalyzed umpolung and further metal-free C-C-cross-coupling to access a broad scope of terminally modified alkynyl or allenyl aliphatic, aromatic and heteroaromatic trifluoromethyl ketones as multifunctionalized, high-value building blocks for advanced synthetic applications. Addnl. synthetic utility of this approach is demonstrated with the possibility for asym. variants using chiral NHC-catalysts. In the experiment, the researchers used many compounds, for example, 4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2Product Details of 192436-83-2).
4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well. Thus amides can participate in hydrogen bonding with water and other protic solvents; the oxygen atom can accept hydrogen bonds from water and the N–H hydrogen atoms can donate H-bonds. Amides can be freed from solvent or water by drying below their melting points. These purifications can also be used for sulfonamides and acid hydrazides.Product Details of 192436-83-2
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics