Transition-Metal Free Photocatalytic Synthesis of Acylsulfonamides

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-04-30 DOI:10.1021/acs.orglett.5c01129

Long Yin Lam, Cong Ma

引用次数: 0

Abstract

We have developed a transition-metal-free photocatalytic S–N coupling reaction utilizing sodium organosulfinate and hydroxamic acid to synthesize acylsulfonamides. Employing 2,3,5,6-tetra(9H-carbazol-9-yl)benzonitrile (4CzBN) as a photocatalyst, this method enables the preparation of a wide range of acylsulfonamides from arylhydroxamic acids or N-hydroxycarbamates. Mechanistic studies indicate that the generation of singlet oxygen (¹O₂) via the Energy Transfer Process (EnT) is crucial for facilitating the reaction. This approach offers a sustainable and efficient pathway for acylsulfonamide synthesis under mild conditions.

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无过渡金属光催化合成酰基磺酰胺

利用有机亚硫酸钠和羟肟酸制备了一种无过渡金属光催化S-N偶联反应合成酰基磺酰胺。采用2,3,5,6-四（9h -咔唑-9-基）苯腈（4CzBN）作为光催化剂，该方法可以从芳基羟肟酸或n -羟基氨基甲酸酯制备各种酰基磺酰胺。机理研究表明，通过能量传递过程（EnT）生成单线态氧（1O2）对促进反应至关重要。该方法为在温和条件下合成酰基磺酰胺提供了一条可持续、高效的途径。

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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.