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O-(tert-butyl) Se-phenyl selenocarbonate: A convenient, bench-stable and metal-free precursor of benzeneselenol
Tetrahedron ( IF 2.1 ) Pub Date : 2020-06-02 , DOI: 10.1016/j.tet.2020.131311
Andrea Temperini , Carlo Siciliano

A study by our laboratory shows that air, light and moisture stable O-(tert-butyl) Se-phenyl selenocarbonate could be employed as a safer, practical and efficient alternative to generate “in situ” benzeneselenol or benzeneselenolate anion under different and transition metal-free conditions. This procedure seems to be of general application since the nucleophilic selenium species obtained can be trapped by electrophiles such as alkyl halides, epoxides and electron-deficient alkenes and alkynes under different reaction conditions.



中文翻译:

O-(丁基)硒代硒代碳酸硒酯:苯硒酚的便捷,稳定,无金属的前体

我们实验室的研究表明,空气,光和湿气稳定的O-丁基)代硒代硒代碳酸酯可以用作更安全,实用和高效的替代品,以在不同的过渡金属下生成“原位”苯硒醇或苯硒酸根阴离子。无条件。该方法似乎是通用的,因为在不同的反应条件下,所得到的亲核硒物质可能会被亲电试剂(例如卤代烷,环氧化物和缺电子的烯烃和炔烃)捕获。

更新日期:2020-06-02
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