Oxidative Coupling of Enamines and Disulfides via Tetrabutylammonium Iodide/tert-Butyl Hydroperoxide-Mediated Intermolecular Oxidative C(sp2)¢S Bond Formation Under Transition Metal-Free Conditions
Oxidative Coupling of Enamines and Disulfides via Tetrabutylammonium Iodide/tert-Butyl Hydroperoxide-Mediated Intermolecular Oxidative C(sp2)¢S Bond Formation Under Transition Metal-Free Conditions
复制标题
无过渡金属条件下通过四丁基碘化铵/叔丁基氢过氧化物介导的分子间氧化 C(sp2)·S 键形成烯胺和二硫化物的氧化偶联
DOI：
10.1002/adsc.201501099
复制
发表时间：
2016
期刊：
影响因子：
--
通讯作者：
Du Yunfei
中科院分区：
文献类型：
--
作者：
Sun Jiyun;Zhang-Negrerie Daisy;Du Yunfei
烯胺类化合物在叔丁基氢过氧化氢和催化量的四丁基碘化铵存在下与二硫化物反应，通过分子间氧化C(Sp2)αS偶联反应，方便地合成了多种烯胺类硫胺类化合物。在氧化条件下，将二硫化物中的两个硫化物部分结合到最终产物中，这种新方法表现出原子效率的特征。提出了该反应过程的自由基机理途径。
The reaction of enamine compounds with disulfides in the presence oftert‐butyl hydroperoxide and a catalytic amount of tetrabutylammonium iodide conveniently afforded a variety ofα‐thioenamine compounds through the intermolecular oxidative C(sp2)S coupling. Incorporating both of the sulfide moieties in the disulfides into the final products under oxidative conditions, this novel approach exhibits the feature of atom efficiency. A radical mechanistic pathway for the reaction process has been proposed.