Visible Light-Driven Metal- and Photocatalyst-Free Synthesis of β-Trifluoromethylated Enamines via Trifluoromethyl Thianthrenium Salts.

IF 3.5 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemistry - An Asian Journal Pub Date : 2024-10-29 DOI:10.1002/asia.202401129
Liang Jiang, Yisong Tang, Shaxuan Li, Xing Peng, Rim Saffar Andaloussi, Xiao Yun Chen
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Abstract

A novel protocol for the visible-light-driven synthesis of β-trifluoromethylated enamines has been developed, which operates without the use of transition metals or any photocatalysts, utilizing trifluoromethylthiosulfonium salts as the source of trifluoromethyl groups under mild conditions. According to this new protocol, more than 40 products have been prepared in moderate to good yields. In addition to eliminating the need for expensive or toxic transition metals and photocatalysts, this new methodology proves its potential scalability through air-stability, the use of safe and readily available reagents, a two-step one-pot procedure, and effective gram-scale reactions. This innovative approach not only demonstrates promise for green chemical synthesis but also offers a new pathway for the advancement of fluorine chemistry in sustainable organic synthesis.

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通过三氟甲基噻蒽盐以可见光驱动无金属和光催化剂合成β-三氟甲基化烯胺。
利用三氟甲基硫代锍盐作为三氟甲基的来源,在温和的条件下,不使用过渡金属或任何光催化剂,开发出了一种在可见光驱动下合成β-三氟甲基化烯胺的新方法。根据这一新方案,已制备出 40 多种产品,收率从中等到良好。除了无需使用昂贵或有毒的过渡金属和光催化剂外,这种新方法还通过空气稳定性、使用安全易得的试剂、两步一步法和有效的克级反应证明了其潜在的可扩展性。这种创新方法不仅展示了绿色化学合成的前景,还为氟化学在可持续有机合成中的发展提供了一条新途径。
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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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