光氧化催化的自二聚化和交叉加成以及 Zn(OTf)2 介导的亲核偶联：获得结构多样的 2,2-二取代吲哚啉-3-酮的新途径

IF 2.1 3区化学 Q2 CHEMISTRY, ORGANIC

Tetrahedron Pub Date : 2024-09-02 DOI:10.1016/j.tet.2024.134242

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引用次数: 0

摘要

本研究介绍了一种通过光氧化催化的自二聚化和交叉加成以及 Zn(OTf)2 介导的亲核偶联反应，从 2-芳基和 2-烷基吲哚合成 2,2-二取代吲哚啉-3-酮的高效方案。光氧化反应具有催化剂负载量低、反应条件温和、官能团耐受性广等特点，能以中等到极好的产率生成吲哚啉-3-酮。以吲哚啉-3-酮二聚体作为新的活性物种，Zn(OTf)2 介导的转化为获得结构多样的吲哚啉-3-酮提供了一种更为温和的方法。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Photoredox-catalyzed self-dimerization and cross-addition as well as Zn(OTf)2-mediated nucleophile coupling: A novel route to structurally diverse 2,2-disubstituted indolin-3-ones

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Photoredox-catalyzed self-dimerization and cross-addition as well as Zn(OTf)2-mediated nucleophile coupling: A novel route to structurally diverse 2,2-disubstituted indolin-3-ones

An efficient protocol for the synthesis of 2,2-disubstituted indolin-3-ones from both 2-aryl and 2-alkyl indoles via photoredox-catalyzed self-dimerization and cross-addition as well as Zn(OTf)₂-mediated nucleophile coupling is described. The photoredox reactions feature low catalyst loading, mild reaction conditions, and broad functional group tolerance, generating indolin-3-ones in moderate to excellent yields. The Zn(OTf)₂-mediated transformation using indolin-3-one dimer as a newly active species provides a much gentle way to access structurally diverse indolin-3-ones.

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来源期刊

Tetrahedron 化学-有机化学

CiteScore

3.90

自引率

4.80%

发文量

439

审稿时长

34 days

期刊介绍： Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry. Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters. Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.