Copper(I)-Assisted Mild and Convenient Synthesis of New Se-N Heterocycles: Access to a Promising Class of GPx Mimics was written by Erdelmeier, Irene;Tailhan-Lomont, Catherine;Yadan, Jean-Claude. And the article was included in Journal of Organic Chemistry in 2000.Category: bromides-buliding-blocks This article mentions the following:
Benzisoselenazolines, benzisothiazolines, benzisoselenazines, and benzithiazines (I) (n = 0, 1; X = S, Se), designed as low mol. weight mimics of glutathione peroxidases, were synthesized for the first time. Starting from amines, a smooth introduction of selenium in nonactivated aryl bromides using KSeCN in the presence of CuI was developed. An equimolar quantity of CuI and the presence of Et3N as a base are necessary to achieve a complete conversion of the starting material. The reaction is feasible in various solvents such as DMF, acetonitrile, and THF. The desired new Se-N and S-N heterocycles I were isolated under optimized conditions in yields of 82 and 68%, resp. Experiments were conducted with various copper(I) and copper(II) salts, a chloroamine, an aryl bromide, and an N-acylated amine to show the scope and the limitations of this method. Finally, a mechanistic scheme was proposed to discuss some interesting findings, which were obtained during the optimization process of this new introduction of selenium. In the experiment, the researchers used many compounds, for example, 2-(2-Bromophenyl)propan-2-amine (cas: 173026-23-8Category: bromides-buliding-blocks).
2-(2-Bromophenyl)propan-2-amine (cas: 173026-23-8) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Category: bromides-buliding-blocks
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary