Selective Electron Transfer Reduction of Urea-Type Carbonyls was written by Huang, Huan-Ming;Procter, David J.. And the article was included in European Journal of Organic Chemistry in 2019.Reference of 14425-64-0 This article mentions the following:
Urea-type carbonyls in barbiturates undergo a highly chemoselective electron transfer reduction upon treatment with SmI2/H2O/LiBr. The process involves the formation, and further reduction, of unusual ketyl-type radical anions under mild conditions. Cyclic aminal products are obtained in good to excellent yield without recourse to pre-activation of the substrate or the use of metal hydride reagents. Furthermore, varying the protic additive used in conjunction with SmI2 allows intermediate hemiaminals to be obtained. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Reference of 14425-64-0).
1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Reference of 14425-64-0
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary