A New Method of Constructing Methyleneindene and Quinoline Frameworks from Methylenecyclopropanes

IF 3.5 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemistry - An Asian Journal Pub Date : 2024-05-08 DOI:10.1002/asia.202400411
Qu-Hang Yang, Min Shi, Yin Wei
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Abstract

In this paper, we have established an operationally convenient protocol for the rapid construction of polysubstituted methyleneindene and quinoline derivatives under mild conditions. This new synthetic method is achieved through the conversion of acetyl-substituted methylenecyclopropanes with TsOH ⋅ H2O and ortho-amino-substituted methylenecyclopropanes with aromatic aldehyde and TsOH ⋅ H2O, respectively. A variety of transformations of the obtained products was demonstrated. The plausible reaction mechanisms were also proposed.

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从亚甲基环丙烷构建亚甲基茚和喹啉框架的新方法。
本文建立了一种操作简便的方案,可在温和条件下快速构建多取代亚甲基茚和喹啉衍生物。这种新的合成方法是通过乙酰基取代的亚甲基环丙烷与 TsOH-H2O 的转化以及正氨基取代的亚甲基环丙烷与芳香醛和 TsOH-H2O 的转化实现的。所得到的产物发生了多种转化。同时还提出了合理的反应机理。
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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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