Chemoselective arylation of dialkyl diselenides and its application to synthesis of a N,N,N-trimethyllysine derivative
Chemoselective arylation of dialkyl diselenides and its application to synthesis of a N,N,N-trimethyllysine derivative
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二烷基二硒化物的化学选择性芳基化及其在 N,N,N-三甲基赖氨酸衍生物合成中的应用
DOI：
10.1002/ejoc.202001208
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发表时间：
2020
期刊：
影响因子：
--
通讯作者：
and Jun-ichi Matsuo
中科院分区：
文献类型：
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作者：
Ryuhei Takahashi;Kenta Sakamoto;Naoki Umezawa;Takashi Umehara;and Jun-ichi Matsuo
在硫醇、胺和羧酸的存在下，在EtOH/THF中用1-溴-2，4-二硝基苯和硼氢化钠进行二烷基二硒醚的亲核芳族取代。以硒代高半胱氨酸二聚体为原料，经芳基化、氧化、与4-碘丁烯交叉易位、还原、与三甲胺取代等反应合成了ε-N，N，N-三甲基赖氨酸衍生物。
Nucleophilic aromatic substitution of a dialkyl diselenide with 1‐bromo‐2,4‐dinitrobenzene and sodium borohydride in EtOH/THF proceeded chemoselectively in the presence of a thiol, an amine, and a carboxylic acid. ε‐N,N,N‐Trimethyllysine derivative was synthesized from selenohomocysteine dimer by the present arylation, oxidation, cross‐metathesis with 4‐iodobutene, reduction, and substitution with trimethylamine.