Aliphatic Nitrile Template Enabled meta-C–H Olefination of Indene Enoate Esters under Microwave Accelerating Conditions

IF 4.9 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-10-10 DOI:10.1021/acs.orglett.4c0335710.1021/acs.orglett.4c03357
Kurella Mounika,  and , Gedu Satyanarayana*, 
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Abstract

Site-selective activation of a particular remote C–H bond in molecules with multiple C–H bonds remains challenging in organic synthesis. In addition, evolving such transformations via the utilization of unconventional techniques is highly desirable. We demonstrated hitherto unexplored double bond geometry-guided and end-on nitrile-template-assisted meta-C–H functionalization of indene enoate esters under microwave-accelerated conditions. Significantly, the strategy exhibited broad compatibility concerning the substrates and olefin coupling partners. Remarkably, drug diversification has also been showcased.

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微波加速条件下脂肪族腈模板催化茚烯酮酯的元-C-H 烯化反应
在有机合成中,对具有多个 C-H 键的分子中的特定偏远 C-H 键进行位点选择性活化仍然具有挑战性。此外,利用非常规技术发展此类转化也是非常可取的。我们展示了在微波加速条件下,茚烯烯酸酯在双键几何形状引导和腈模板末端辅助下的元-C-H 功能化,这是迄今为止尚未探索过的。值得注意的是,该策略在底物和烯烃偶联伙伴方面具有广泛的兼容性。值得注意的是,该方法还展示了药物的多样化。
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来源期刊
Organic Letters
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.
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