Synthesis of 3-sulfonylisoindolin-1-ones from olefinic amides and sodium sulfinates via electrooxidative tandem cyclization†

IF 2.9 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-06-28 DOI:10.1039/D4OB00980K
Xuecheng Wang, Ziyue Zhao, Jiajie Guo, Jijin Wang and Jincan Zhao
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Abstract

Sulfonyl groups are motifs that are widely found in biologically active compounds and drug molecules, many isolated natural products as well as pharmaceuticals contain sulfonyl groups. Herein, we present the synthesis of sulfonyl-substituted isoindolones by a electrochemical oxidative radical cascade cycloaddition reaction of olefinic amides with sodium sulfite under oxidant- and catalyst-free conditions. Various olefinic amides and sodium sulfinates were compatible and gave the desired products in yields up to 99%.

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通过电氧化串联环化从烯烃酰胺和硫酸钠合成 3-磺酰基异吲哚啉-1-酮。
磺酰基是广泛存在于生物活性化合物和药物分子中的基团,许多分离的天然产物和药物都含有磺酰基。在此,我们介绍了在无氧化剂和催化剂条件下,通过烯烃酰胺与亚硫酸钠的电化学氧化自由基级联环加成反应合成磺酰基取代的异吲哚酮。各种烯烃酰胺和亚硫酸钠都能相容,并能得到所需的产物,收率高达 99%。
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 & Biomolecular Chemistry
Organic & Biomolecular Chemistry 化学-有机化学
CiteScore
5.50
自引率
9.40%
发文量
1056
审稿时长
1.3 months
期刊介绍: The international home of synthetic, physical and biomolecular organic chemistry.
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