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Electrophotocatalytic Thiocyanation and Sulfonylation Cyclization of Unactivated Alkenes
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2024-12-18 , DOI: 10.1021/acs.joc.4c02530 Yingchun Ma, Ping Yu, Ruoyu Qin, Run He, Li Zeng, Lou Shi, Shaoguang Sun, Deqiang Liang
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2024-12-18 , DOI: 10.1021/acs.joc.4c02530 Yingchun Ma, Ping Yu, Ruoyu Qin, Run He, Li Zeng, Lou Shi, Shaoguang Sun, Deqiang Liang
We report an electrophotocatalytic process that enables the thiocyanation and sulfonylation/cyclization of alkenes. It is applicable to a wide range of unactivated alkenes, using the inexpensive photocatalyst 2,4,6-triphenylpyrylium tetrafluoroborate (TPPT) to produce a diverse array of heterocycles containing sulfonyl and thiocyano groups with good functional group tolerance. The protocol operates under mild, chemical oxidant- and transition-metal-free, with a broad scope of substrates. Preliminary mechanistic studies suggest that the reaction involves a combination of electrolysis and the reductive quenching photocatalytic cycle of TPPT.
中文翻译:
未活化烯烃的电光催化硫氰化和磺酰化环化
我们报道了一种电光催化过程,该过程能够实现烯烃的硫氰化和磺酰化/环化。它适用于多种未活化的烯烃,使用廉价的光催化剂 2,4,6-三苯基吡啶四氟硼酸盐 (TPPT) 生产含有磺酰基和硫基的各种杂环,具有良好的官能团耐受性。该方案在温和、不含化学氧化剂和过渡金属的条件下运行,具有广泛的底物范围。初步机理研究表明,该反应涉及电解和 TPPT 的还原淬灭光催化循环的组合。
更新日期:2024-12-19
中文翻译:
未活化烯烃的电光催化硫氰化和磺酰化环化
我们报道了一种电光催化过程,该过程能够实现烯烃的硫氰化和磺酰化/环化。它适用于多种未活化的烯烃,使用廉价的光催化剂 2,4,6-三苯基吡啶四氟硼酸盐 (TPPT) 生产含有磺酰基和硫基的各种杂环,具有良好的官能团耐受性。该方案在温和、不含化学氧化剂和过渡金属的条件下运行,具有广泛的底物范围。初步机理研究表明,该反应涉及电解和 TPPT 的还原淬灭光催化循环的组合。