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电化学镍催化的烯基三氟甲磺酸酯与α-氯代酰胺的交叉亲电偶联反应

Electrochemical Nickel-Catalyzed Cross-Electrophile Coupling of Alkenyl Triflates with α-Chloroamides.

作者信息

Zhang Xi, Ye Zenghui, Li Yicai, Zhao Ziqiang, Ma Weiyuan, Zhang Fengzhi

机构信息

School of Pharmacy, Hangzhou Medical College, Hangzhou, Zhejiang 310014, P. R. China.

出版信息

Org Lett. 2024 Aug 2;26(30):6364-6369. doi: 10.1021/acs.orglett.4c02072. Epub 2024 Jul 25.

Abstract

Cross-electrophile coupling reactions of different electrophiles have been extensively studied but mainly limited to bromides and iodides. Here, we report an electrochemically induced nickel-catalyzed cross-electrophile coupling strategy between alkenyl triflates and α-chloroamides in an undivided cell under mild reaction conditions, affording the α-functionalized amide derivatives in good to excellent yields with broad substrate scopes and good functional group tolerance. The control experiments were conducted, and a plausible mechanism was proposed.

摘要

不同亲电试剂的交叉亲电偶联反应已得到广泛研究,但主要限于溴化物和碘化物。在此,我们报道了一种电化学诱导的镍催化的烯基三氟甲磺酸酯与α-氯代酰胺之间的交叉亲电偶联策略,该反应在温和的反应条件下于未分隔的电池中进行,以良好至优异的产率提供α-官能化酰胺衍生物,底物范围广泛且官能团耐受性良好。进行了对照实验,并提出了一种合理的机理。

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