NHC-Catalyzed Synthesis of 2-Aroylchromones and Their Application in the Synthesis of Wrightiadione Analogues

IF 4.4 2区 化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2024-10-04 DOI:10.1002/adsc.202400955
Futa Koyama, Justin Lamb, Moena Hirao, Noriyuki Suzuki, Masahiro Yoshizawa-Fujita, Toyonobu Usuki, Yumiko Suzuki
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Abstract

With a number of biologically active members, 2-aroylchromones are valuable synthetic targets. A direct route towards 2-aroylchromones from 2-(methylsulfonyl)chromones and aldehydes via NHC-catalyzed C-C bond formation was developed. Yields of the synthesized 2-aroylchromones were up to 85%. Chromones with angioprotective or antibacterial properties were easily synthesized using the method developed. Additionally, the synthetic utility of the afforded chromones was demonstrated by using them to synthesize the anticancer compound wrightiadione and analogues of it.
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NHC 催化合成 2-Aroylchromones 及其在合成赖皮二酮类似物中的应用
2-aroylchromones 具有多种生物活性,是有价值的合成目标。通过 NHC 催化 C-C 键的形成,从 2-(甲磺酰基)色酮和醛中开发出了一条直接合成 2-芳酰基色酮的路线。合成的 2-芳酰基色原酮的产率高达 85%。利用所开发的方法很容易合成具有血管保护或抗菌特性的色酮。此外,通过使用所得到的色酮合成抗癌化合物 wrightiadione 及其类似物,证明了这些色酮的合成用途。
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来源期刊
Advanced Synthesis & Catalysis
Advanced Synthesis & Catalysis 化学-应用化学
CiteScore
9.40
自引率
7.40%
发文量
447
审稿时长
1.8 months
期刊介绍: Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
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