Chan-Evans-Lam Cu(II)-Catalyzed C-O Cross-Couplings: Broadening Synthetic Access to Functionalized Vinylic Ethers.

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-07-11 Epub Date: 2025-06-27 DOI:10.1021/acs.orglett.5c01966

San L Pham, Frank E McDonald

引用次数: 0

Abstract

We report a general and effective Cu(OAc)₂-catalyzed C-O cross-coupling synthesis of di- and trisubstituted vinylic ethers, using a combination of N-isopropylimidazole ligand and dicumyl peroxide as stoichiometric oxidant. This method couples functionalized vinylic pinacolboronates with various 1° and 2° alcohols to provide single-step syntheses of novel and structurally complex vinylic ethers. The optimized conditions do not require excess alcohol reactant and substantially suppress competing side reactions.

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Cu（II）催化的C-O交叉偶联：拓宽功能化乙烯醚的合成途径。

我们报道了一种通用且有效的Cu(OAc)2催化C-O交叉偶联合成二取代和三取代乙烯醚，使用n -异丙基咪唑配体和过氧化二氨基作为化学计量氧化剂的组合。该方法将功能化的乙烯酰羧酸酯与各种1°和2°醇偶联，一步合成结构复杂的新型乙烯醚。优化后的反应条件不需要过量的醇类反应物，并能有效抑制竞争性副反应。

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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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.