金催化苯上的1,2-重排由瞬态脱芳克拉森重排引发。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-03-21 Epub Date: 2025-03-10 DOI:10.1021/acs.orglett.5c00510

Jiamin He, Wenjun Liu, Jialin Wang, Penghui Yan, Tongxiang Cao, Shifa Zhu

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引用次数: 0

摘要

1,2-在芳烃上的迁移代表了一种强大的转变，因为它具有化学骨架和出口矢量编辑能力。然而，几十年来，尽管人们在开发脱芳反应方面付出了巨大的努力，但却忽视了相应的脱芳介导的芳烃上的1,2-迁移，该反应主要利用打破平面性来实现三维多样化。本文报道了通过高共振能苯的瞬态脱芳反应，金催化苯上的1,2重排反应。这种功能转位策略可以快速获得扩展π共轭分子的几种前体，展示了其在材料科学中的潜在应用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Gold-Catalyzed 1,2-Rearrangement on Benzene Triggered by a Transient Dearomative Claisen Rearrangement.

1,2-Migration on arenes represents a powerful transformation, because of its chemical skeleton and exit vector editing ability. However, the corresponding dearomative mediated 1,2-migration on arene was ignored for decades, despite tremendous effort being devoted to develop the dearomative reaction, which mainly capitalized on breaking the planarity for three-dimensional diversification. Here, we report on the gold-catalyzed 1,2-rearrangement on benzene by the transient dearomatization of high-resonance energy benzene. This functional transposition strategy enabled rapid access to several precursors of extended π-conjugated molecules, showcasing its potential applications in materials sciences.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.