Visible-Light-Driven Synthesis of Pyrrolo[3,4-b]quinolin-1-one Imines Exhibiting Aggregation-Induced Enhanced Emission.

IF 3.3 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Chinnagounder Kameshwaran, Fazlur-Rahman Nawaz Khan
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引用次数: 0

Abstract

In recent years, visible light-mediated transformations have gained significant attention. In this work, we report the synthesis of N-substituted 2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-ones via a one-pot strategy involving C(sp3)-H functionalization, cyclization, and condensation to form the corresponding imines under visible-light conditions. Furthermore, the imines exhibited Aggregation-Induced Enhanced Emission (AIEE) properties and favorable photophysical response toward metal ions. Subsequent metal-free aerobic oxidation of these imines in the presence of a peroxide medium afforded the corresponding amides. The synthetic utility of this protocol was further demonstrated through post-functionalization of the products and gram-scale synthesis.

可见光驱动合成聚集诱导增强发射的吡咯[3,4-b]喹啉-1- 1亚胺。
近年来,可见光介导的转化得到了极大的关注。在这项工作中,我们报道了在可见光条件下,通过C(sp3)-H功能化,环化和缩合形成相应亚胺的一锅策略合成n-取代2,3-二氢- 1h -吡咯[3,4-b]喹啉-1- 1。此外,亚胺具有聚集诱导增强发射(AIEE)特性,对金属离子具有良好的光物理响应。随后在过氧化物介质中对这些亚胺进行无金属有氧氧化,得到相应的酰胺。通过产品的后功能化和克级合成进一步证明了该方案的合成效用。
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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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