Copper-Catalyzed Regioselective Arylation or Alkenylation of Quinoline N-Oxides with Organoboronates.

IF 4.9 1区 化学 Q1 CHEMISTRY, ORGANIC Organic Letters Pub Date : 2024-08-16 Epub Date: 2024-08-01 DOI:10.1021/acs.orglett.4c02583
Yaru Niu, He Zhang, Zhongxian Li, Xin Xie, Yuanhong Liu
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Abstract

A copper-catalyzed arylation or alkenylation of quinoline N-oxides with aryl- or alkenylboronates, respectively, has been developed, which provides an efficient route for C2-substituted oxygenated quinolines under mild reaction conditions. The reaction shows a broad substrate scope for both quinoline N-oxides and aryl/alkenylboronates, mild reaction conditions, and high reaction efficiency. The formation of an aryl- or alkenyl-copper species as the key intermediate was suggested to be involved in this reaction.

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铜催化的喹啉 N-氧化物与有机硼酸盐的区域选择性芳基化或烯化反应。
铜催化喹啉 N-氧化物分别与芳基或烯基硼酸酯发生芳基化或烯基化反应,为在温和的反应条件下制备 C2 取代的含氧喹啉提供了一条有效途径。该反应对喹啉 N-氧化物和芳基/烯基硼酸盐都有广泛的底物范围,反应条件温和,反应效率高。该反应的关键中间产物是芳基或烯基铜。
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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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