Construction of Cyclobutane-Centered Tricyclic Caged Skeleton through a [5,5]-Rearrangement Triggered Cascade

IF 16.4 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Accounts of Chemical Research Pub Date : 2023-09-28 DOI:10.1002/hlca.202300149
Mengjie Hu, Mengjiao Zhu, Liying Ru, Jiangtao Ji, Ming Bao, Bo Peng
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Abstract

In this report, we describe the combination of [5,5]-rearrangement-triggered dearomatization recently developed in our laboratory with an intramolecular formal [2+2]-cycloaddition for constructing an intriguing polysubstituted tricyclo[4.2.1.03,8]nonane derivatives. The synthesis features the use of simple and readily available three distinct starting materials including aryl sulfoxides, allyl nitriles, and certain nucleophiles or dienes which directly enriches the diversity of target molecules. This study provides an entirely new protocol for the synthesis of cyclobutane-centered tricyclic caged skeleton.

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通过[5,5]-重排触发级联构建以环丁烷为中心的三环笼状骨架
在本报告中,我们介绍了本实验室最近开发的[5,5]-重排触发脱芳烃法与分子内正规[2+2]-环加成法相结合,构建出一种有趣的多取代三环[4.2.1.03,8]壬烷衍生物。该合成的特点是使用了简单易得的三种不同的起始原料,包括芳基硫醚、烯丙基腈和某些亲核物或二烯,这直接丰富了目标分子的多样性。这项研究为以环丁烷为中心的三环笼状骨架的合成提供了一个全新的方案。
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来源期刊
Accounts of Chemical Research
Accounts of Chemical Research 化学-化学综合
CiteScore
31.40
自引率
1.10%
发文量
312
审稿时长
2 months
期刊介绍: Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.
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