A CO2-Catalyzed Transamidation Reaction was written by Yang, Yang;Liu, Jian;Kamounah, Fadhil S.;Ciancaleoni, Gianluca;Lee, Ji-Woong. And the article was included in Journal of Organic Chemistry in 2021.Safety of 4-Bromo-N-methoxy-N-methylbenzamide This article mentions the following:
Transamidation reactions are often mediated by reactive substrates in the presence of overstoichiometric activating reagents and/or transition metal catalysts. Herein, a report on the use of CO2 as a traceless catalyst: in the presence of catalytic amounts of CO2, transamidation reactions were accelerated with primary, secondary, and tertiary amide donors. Various amine nucleophiles including amino acid derivatives were tolerated, showcasing the utility of transamidation in peptide modification and polymer degradation (e.g., Nylon-6,6). In particular, N,O-dimethylhydroxyl amides (Weinreb amides) displayed a distinct reactivity in the CO2-catalyzed transamidation vs. a N2 atmosphere. Comparative Hammett studies and kinetic anal. were conducted to elucidate the catalytic activation mechanism of mol. CO2, which was supported by DFT calculations The pos. effect of CO2 in the transamidation reaction was attributed to the stabilization of tetrahedral intermediates by covalent binding to the electrophilic CO2. In the experiment, the researchers used many compounds, for example, 4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2Safety of 4-Bromo-N-methoxy-N-methylbenzamide).
4-Bromo-N-methoxy-N-methylbenzamide (cas: 192436-83-2) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. In simple aromatic amides, fragmentation occurs on both sides of the carbonyl group. If a hydrogen is available in N-substituted aromatic amides, it tends to migrate and form an aromatic amine and the loss of a ketene.Safety of 4-Bromo-N-methoxy-N-methylbenzamide
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics