温和、高效且无金属催化的炔烃和烯烃在室温下的自由基1,2-二硫氰化反应
Mild, Efficient, and Metal-Free Radical 1,2-Dithiocyanation of Alkynes and Alkenes at Room Temperature.
作者信息
Samanta Satyajit, Chatterjee Rana, Santra Sougata, Hajra Alakananda, Khalymbadzha Igor A, Zyryanov Grigory V, Majee Adinath
机构信息
Department of Chemistry, Visva-Bharati (A Central University), Santiniketan 731235, India.
Department of Organic & Biomolecular Chemistry, Chemical Engineering Institute, Ural Federal University, 19 Mira Str., Yekaterinburg 620002, Russian Federation.
出版信息
ACS Omega. 2018 Oct 11;3(10):13081-13088. doi: 10.1021/acsomega.8b01762. eCollection 2018 Oct 31.
A transition metal-free process has been reported for 1,2-dithiocyanation of alkynes in the presence of sodium persulfate and potassium thiocyanate reagent combination in a short reaction time under ambient air. Styrene derivatives are equally applicable under the same reaction conditions. Monothiocyanated vinyl derivatives were also synthesized from 2-ethynylpyridine and dimethyl acetylene dicarboxylate. The reaction proceeds by the radical/polar pathway as evidenced from our experiments and literature. After removal of the solvent from the reaction mixture by evaporation, the crude product was purified without conventional workup.
据报道，在过硫酸钠和硫氰酸钾试剂组合存在下，于环境空气中短反应时间内，可实现炔烃的无过渡金属1,2-二硫氰化反应。在相同反应条件下，苯乙烯衍生物同样适用。单硫氰化乙烯基衍生物也可由2-乙炔基吡啶和二甲基乙炔二羧酸酯合成。从我们的实验和文献可知，该反应通过自由基/极性途径进行。通过蒸发从反应混合物中除去溶剂后，粗产物无需常规后处理即可纯化。
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