Visible-light-promoted one-pot synthesis of β-keto sulfones from aryldiazo tetrafluoroborate salts via aerobic multicomponent reaction

IF 2.1 3区 化学 Q2 CHEMISTRY, ORGANIC Tetrahedron Pub Date : 2024-10-10 DOI:10.1016/j.tet.2024.134303
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Abstract

β-Keto sulfone is a useful structure in organic chemistry and pharmaceuticals. In the present study, we developed a highly efficient visible-light-promoted reaction to prepare β-keto sulfones under mild conditions. Synthesis was achieved via one-pot multi-component reaction of aryldiazo tetrafluoroborate salts, alkenes, and DABSO in the presence of air (O2) with rhodamine B serving as the photocatalyst. A variety of β-keto sulfones were obtained at high yields by this one-pot operation under aerobic atmosphere. This oxysulfonylation procedure has benefits such as mild reaction conditions, a wide tolerance of functional groups, and simplicity, making it a promising choice for preparing valuable β-keto sulfones.
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通过有氧多组分反应,以芳基重氮四氟硼酸盐为原料,在可见光促进下一步合成β-酮砜
β-酮砜是有机化学和制药中的一种有用结构。在本研究中,我们开发了一种在温和条件下制备 β-酮砜的高效可见光促进反应。在空气(O2)存在下,以罗丹明 B 为光催化剂,通过芳基重氮四氟硼酸盐、烯烃和 DABSO 的单锅多组分反应实现了合成。在有氧气氛下,通过这种一锅操作以较高的产率获得了多种 β-酮砜。这种氧化磺酰化过程具有反应条件温和、对官能团的耐受性广、操作简单等优点,是制备有价值的 β-酮砜的理想选择。
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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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