Near-Infrared-Light-Induced Iron(I) Dimer Enabled Abstraction of Ester Group from Cycloketone Oxime Esters

IF 5 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2025-03-20 DOI:10.1021/acs.orglett.5c00701
Xiao-Di Su, Xue-Ning Li, Qiang Liu, Zhu-Sheng Yang, Zhi-Xiang Wang, Xiang-Yu Chen
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Abstract

Photoinduced dimeric metal complexes have been extensively utilized in halogen atom transfer (XAT) reactions. In this study, we successfully achieved the abstraction of ester group from cyclobutanone oxime esters via iron(I)-dimer catalysis under near-infrared (NIR) light (730 nm) excitation, enabling the efficient synthesis of cyanoalkylated alkenes, quinazolinones, and 3,3-disubstituted oxindoles. Mechanistic investigations confirmed the NIR-induced functional group abstraction process.

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近红外光诱导铁二聚体从环酮肟酯中提取酯基
光致二聚体金属配合物在卤素原子转移(XAT)反应中得到了广泛应用。本研究在近红外(NIR)光(730 nm)激发下,通过铁(I)-二聚体催化,成功地从环丁酮肟酯中提取酯基,实现了氰基烷基化烯烃、喹唑啉酮和3,3-二取代氧吲哚的高效合成。机制研究证实了nir诱导的官能团抽象过程。
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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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