I2 促进的吡咯并[1,2-a]喹喔啉的直接 C-H 芳基硒化反应

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2024-09-30 DOI:10.1016/j.tet.2024.134287
Di Hao , Zhen Yang , Luigi Vaccaro , Ping Liu , Bin Dai
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引用次数: 0

摘要

本研究开发了一种 I2 促进的吡咯并[1,2-a]喹喔啉与二芳基二硒化物的 C-H 芳基硒化反应,为获得一系列 1 (或 3) -芳基硒化和/或 1,3 -二芳基二硒化的吡咯并[1,2-a]喹喔啉提供了一条有效途径。该方法具有底物范围广、官能团耐受性好和克级合成等特点。成功实现了产品的进一步转化,形成了结构多样的吡咯并[1,2-a]喹喔啉类化合物。同样,我们还研究了 I2 促进的吡咯并[1,2-a]喹喔啉与 1,2-二苯基二硫醚的 C-H 磺化反应。我们相信,这些新型吡咯并[1,2-a]喹喔啉化合物将在药物合成中具有广阔的应用前景。
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I2-promoted direct C–H arylselenylation of pyrrolo[1,2-a]quinoxalines
An I2-promoted C–H arylselenylation of pyrrolo[1,2-a]quinoxalines with diaryl diselenides is developed, providing an efficient route to a series of 1 (or 3)-arylselenylated and/or 1,3-diaryl diselenylated pyrrolo[1,2-a]quinoxalines. The methodology is characterised by a wide range of substrates, good functional group tolerance and gram-level synthesis. Further transformations of the products to form structurally diverse pyrrolo[1,2-a]quinoxalines were successfully achieved. Similarly, I2-promoted C–H sulfenylation of pyrrolo[1,2-a]quinoxaline with 1,2-diphenyldisulfane were investigated. We believe that these novel pyrrolo[1,2-a]quinoxaline compounds will have promising applications in pharmaceutical synthesis.
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来源期刊
Tetrahedron
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.
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