Oxime-Ether Group Transfer to Unpolarized C(sp3)─H Bonds via Light-Induced HAT Catalysis.

IF 3.5 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Jayanta Dey, Nayan Banerjee, Joyram Guin
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引用次数: 0

Abstract

In this study, we demonstrate an effective method for the direct conversion of alkane chemical feedstocks to valuable oxime-ethers through the functionalization of unpolarized C(sp3)─H bonds using light-induced HAT-catalysis. The process operates at room temperature, utilizing low catalyst loading (ppm level) and a reduced substrate-to-reagent ratio. Notably, the reaction can also be performed in sunlight, which makes the process further attractive toward sustainable synthesis of functionalized oxime-ethers. The process displays a broad substrate scope, rendering desired products with up to 90% yields. The reaction is shown to be scalable. Through a series of mechanistic control studies, a radical reaction pathway featuring HAT-induced C─H functionalization is implicated in the process.

光诱导HAT催化肟醚基团转移至未极化C(sp3)─H键
在这项研究中,我们展示了一种有效的方法,通过光诱导的hat催化,通过未极化的C(sp3)─H键功能化,将烷烃化学原料直接转化为有价值的肟醚。该工艺在室温下操作,使用低催化剂负载(ppm水平)和降低底物与试剂的比例。值得注意的是,该反应也可以在阳光下进行,这使得该过程对功能化肟醚的可持续合成进一步具有吸引力。该工艺显示了广泛的基板范围,以高达90%的收率呈现所需的产品。该反应是可伸缩的。通过一系列的机制控制研究,hat诱导的C─H功能化的自由基反应途径参与了这一过程。
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来源期刊
Chemistry - An Asian Journal
Chemistry - An Asian Journal 化学-化学综合
CiteScore
7.00
自引率
2.40%
发文量
535
审稿时长
1.3 months
期刊介绍: Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics. Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews. A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal. Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).
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