金属催化氢原子转移 (MHAT) 与缺电子炔烃的氢烷基化反应。

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-12-13 Epub Date: 2024-11-28 DOI:10.1021/acs.orglett.4c03943

Laura G Rodríguez, Josep Bonjoch, Ben Bradshaw

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引用次数: 0

摘要

我们提出了一种在金属催化的氢原子转移条件下，通过电子中性烯与电子缺陷炔的还原偶联来构建烯烃的新策略。这种方法可选择性地获得反式异构体和更难合成的顺式异构体，并允许烯烃安装在立体受阻中心旁边，而立体受阻中心是合成生物活性化合物的关键因素。该反应具有广泛的官能团耐受性，在温和无毒的条件下进行，原子效率高。

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Metal-Catalyzed Hydrogen Atom Transfer (MHAT) Hydroalkylation with Electron-Deficient Alkynes.

We present a novel strategy for olefin construction via the reductive coupling of electron-neutral alkenes with electron-deficient alkynes under metal-catalyzed hydrogen atom transfer conditions. This methodology provides selective access to both trans and the more challenging-to-synthesize cis isomers and permits the olefin to be installed next to sterically hindered centers, key factors in the synthesis of biologically active compounds. The reaction exhibits broad functional group tolerance and proceeds under mild, nontoxic conditions with high atom efficiency.

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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.