Practical synthesis of C1 deuterated aldehydes enabled by NHC catalysis was written by Geng, Huihui;Chen, Xiaobei;Gui, Jingjing;Zhang, Yueteng;Shen, Zuyuan;Qian, Pengfei;Chen, Junwei;Zhang, Shilei;Wang, Wei. And the article was included in Nature Catalysis in 2019.Product Details of 13255-50-0 This article mentions the following:
N-heterocyclic carbenes promoted a reversible hydrogen-deuterium exchange reaction with simple aldehydes, which led to a practical approach to synthetically valuable C1 deuterated aldehydes RC(O)D [R = Ph, Bn, CH=CHPh, etc.]. The reactivity of the well-established N-heterocyclic carbene-catalyzed formation of Breslow intermediates from aldehydes was reengineered to overcome the overwhelmingly kinetically favorable benzoin condensation reaction and achieve the critical reversibility to drive the formation of desired deuterated products when an excess of D2O was employed. Notably, this operationally simple and cost-effective protocol served as a general and truly practical approach to all types of 1-D-aldehydes including aryl, alkyl and alkenyl aldehydes and enabled chemoselective late-stage deuterium incorporation into complex, native therapeutic agents and natural products with uniformly high levels (>95%) of deuterium incorporation for a total of 104 tested substrates. In the experiment, the researchers used many compounds, for example, 4-Formyl-N-isopropylbenzamide (cas: 13255-50-0Product Details of 13255-50-0).
4-Formyl-N-isopropylbenzamide (cas: 13255-50-0) belongs to amides. Amides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis. Amides can be recrystallised from large quantities of water, ethanol, ethanol/ether, aqueous ethanol, chloroform/toluene, chloroform or acetic acid. The likely impurities are the parent acids or the alkyl esters from which they have been made. The former can be removed by thorough washing with aqueous ammonia followed by recrystallisation, whereas elimination of the latter is by trituration or recrystallisation from an organic solvent.Product Details of 13255-50-0
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics