芳基环丙烷与羧酸和过氧化叔丁基的开环/1,3-过氧酯化反应。

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-10-02 DOI:10.1021/acs.orglett.5c03747

Jun Pan,Shujun Chen,Leiyang Lv,Zhiping Li

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引用次数: 0

摘要

有机过氧化物是一类特殊的含o - o化合物，在工业生产、制药和聚合物科学中是不可缺少的试剂或合成中间体。在此，我们揭示了芳基环丙烷与羧酸和过氧化叔丁基的光催化开环转化，这使得易于构建结构多样的1,3-过氧酯化产物。该工艺在异常温和、无金属的条件下进行，具有精细的位点选择性和广泛的官能团耐受性。此外，还进行了生物活性分子的后期功能化和下游转化。

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Photocatalytic Ring-Opening/1,3-Peroxyesterification of Arylcyclopropanes with Carboxylic Acids and tert-Butyl Hydroperoxide.

Organic peroxides constitute a privileged family of O-O-containing compounds that serve as indispensable reagents or synthetic intermediates in industrial processes, pharmaceutical manufacturing, and polymer sciences. Herein, we disclose a photocatalytic ring-opening transformation of arylcyclopropanes with carboxylic acids and tert-butyl hydroperoxide, which enables the facile construction of structurally diverse 1,3-peroxyesterification products. This protocol proceeds under exceptionally mild, metal-free conditions with exquisite site-selectivity and broad functional-group tolerance. Besides, late-stage functionalization of bioactive molecules and downstream transformations are also performed.

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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.