Construction of Lactones via Ligand-Enabled Ni-Catalyzed Alkene Hydroxylarylation/Lactonization

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-09-19 DOI:10.1021/acs.orglett.4c03108

Dao-Ming Wang, Yu-Qing He, Yichen Wu, Yong Tang, Peng Wang

引用次数: 0

Abstract

Here, we report the preparation of lactones via Ni-catalyzed alkene hydroxylarylation and sequential intramolecular lactonization with O₂ as a green oxidant and oxygen source. The bulky 1,3-diketone ligand is crucial by enabling Ni-catalyzed hydroxylarylation of alkenes, providing numerous phthalide and furanone derivatives with high efficiency under mild conditions. The synthetic value of this methodology was further demonstrated by the efficient synthesis of typhaphthalide and a monoamine oxidase B inhibitor.

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通过配体催化的镍催化烯烃羟基芳基化/内酯化构建内酯

在此，我们报告了通过镍催化烯烃羟基芳基化和分子内依次内酯化，以 O2 作为绿色氧化剂和氧源制备内酯的过程。笨重的 1,3-二酮配体在镍催化烯烃羟基芳基化反应中发挥了关键作用，在温和的条件下高效地提供了大量邻苯二甲酸酯和呋喃酮衍生物。这种方法的合成价值通过高效合成萘酞和一种单胺氧化酶 B 抑制剂得到了进一步证明。

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.