由光促成的酮、卤素原子转移(XAT)和镍介导的 C(sp3)-C(sp2)交叉亲电偶联的协同合并

IF 3.3 Q2 CHEMISTRY, MULTIDISCIPLINARY
Alisha Rani Tripathy, Akash Bisoyi, Arya P, Sreelakshmi Venugopal and Veera Reddy Yatham*, 
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引用次数: 0

摘要

在本手稿中,我们将光激发酮催化、卤素原子转移(XAT)和镍催化融合在一起,开发出了一种独特的催化体系,可以从未激活的碘烷烃和(杂)芳基溴化物中生成 C(sp3)-C(sp2)交叉亲电偶联产物。这种协同催化系统可在温和的反应条件下工作,并可容忍多种官能团;此外,这种策略还可对药用相关分子进行后期改性。初步的机理研究揭示了 α-氨基烷基的作用,它进一步参与了与烷基碘化物的 XAT 反应过程,生成所需的烷基自由基,最终与镍催化循环截断,以良好甚至极佳的产率释放出产物。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Synergistic Merger of Ketone, Halogen Atom Transfer (XAT), and Nickel-Mediated C(sp3)–C(sp2) Cross-Electrophile Coupling Enabled by Light

Synergistic Merger of Ketone, Halogen Atom Transfer (XAT), and Nickel-Mediated C(sp3)–C(sp2) Cross-Electrophile Coupling Enabled by Light

Synergistic Merger of Ketone, Halogen Atom Transfer (XAT), and Nickel-Mediated C(sp3)–C(sp2) Cross-Electrophile Coupling Enabled by Light

In the present manuscript, we have developed a unique catalytic system by merging photoexcited ketone catalysis, halogen atom transfer (XAT), and nickel catalysis to forge C(sp3)–C(sp2) cross-electrophile coupling products from unactivated iodoalkanes and (hetero)aryl bromides. The synergistic catalytic system works under mild reaction conditions and tolerates a variety of functional groups; moreover, this strategy allows the late-stage modification of medicinally relevant molecules. Preliminary mechanistic studies reveal the role of the α-aminoalkyl radical, which further participates in the XAT process with alkyl iodides to generate the desired alkyl radical, which eventually intercepts with the nickel catalytic cycle to liberate the products in good to excellent yields.

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来源期刊
ACS Organic & Inorganic Au
ACS Organic & Inorganic Au 有机化学、无机化学-
CiteScore
4.10
自引率
0.00%
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0
期刊介绍: ACS Organic & Inorganic Au is an open access journal that publishes original experimental and theoretical/computational studies on organic organometallic inorganic crystal growth and engineering and organic process chemistry. Short letters comprehensive articles reviews and perspectives are welcome on topics that include:Organic chemistry Organometallic chemistry Inorganic Chemistry and Organic Process Chemistry.
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