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Redox Active Sodium Iodide/Recyclable Heterogeneous Solid Acid: An Efficient Dual Catalytic System for Electrochemically Oxidative α‐C−H Thiocyanation and Sulfenylation of Ketones
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2017-12-11 , DOI: 10.1002/adsc.201701401
Sen Liang 1, 2 , Cheng-Chu Zeng 1, 3 , Hong-Yu Tian 1 , Bao-Guo Sun 1 , Xu-Gang Luo 2 , Fa-zheng Ren 2
Affiliation  

An efficient electrochemically oxidative α‐C−H thiocyanation and sulfenylation of ketones has been developed in a simple undivided cell under constant current condition. The electrochemistry performs using NaI as the redox catalyst and heterogeneous solid salt Amberlyst‐15(H)® (A‐15(H)) as proton catalyst without the addition of external conductive salts. The protocol proved to be practical since the solid salt could be reused in up to five consecutive gram‐scale runs without significant decrease in efficiency. Control experiments and cyclic voltammetry analysis disclose that the reaction proceeds likely via a cascade α‐halogenation and subsequent thiocyanation or sulfenylation.

中文翻译:

氧化还原活性碘化钠/可循环利用的异质固体酸:一种高效的双催化体系,用于酮的电化学氧化α-C-H硫氰酸化和亚磺酰基化

在恒定电流条件下,在一个简单的不分格电池中,已开发出一种有效的酮的电化学氧化α-C-H硫氰化和酮磺酰化方法。电化学使用NaI作为氧化还原催化剂,使用非均相固体盐Amberlyst-15(H)®(A-15(H))作为质子催化剂,无需添加外部导电盐。该协议被证明是可行的,因为固体盐最多可以连续五个克级重复使用,而不会显着降低效率。对照实验和循环伏安法分析表明,该反应可能通过级联的α-卤代反应以及随后的硫氰化或亚磺酰化来进行。
更新日期:2017-12-11
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