Solvent-dependent chemoselective synthesis of different isoquinolinones mediated by the hypervalent iodine(III) reagent PISA

IF 2.2 4区化学 Q2 CHEMISTRY, ORGANIC

Beilstein Journal of Organic Chemistry Pub Date : 2024-08-07 DOI:10.3762/bjoc.20.167

Ze-Nan Hu, Yan-Hui Wang, Jia-Bing Wu, Ze Chen, Dou Hong, Chi Zhang

引用次数: 0

Abstract

Isoquinolinone is an important heterocyclic framework in natural products and biologically active molecules, and the efficient synthesis of this structural motif has received much attention in recent years. Herein, we report a (phenyliodonio)sulfamate (PISA)-mediated, solvent-dependent synthesis of different isoquinolinone derivatives. The method provides highly chemoselective access to 3- or 4-substituted isoquinolinone derivatives by reacting o-alkenylbenzamide derivatives with PISA in either acetonitrile or wet hexafluoro-2-isopropanol.

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Beilstein J. Org. Chem. 2024, 20, 1914–1921. doi:10.3762/bjoc.20.167

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超价碘（III）试剂 PISA 介导的不同异喹啉酮的溶剂依赖性化学选择性合成

摘要异喹啉酮是天然产物和生物活性分子中重要的杂环框架，近年来该结构基团的高效合成备受关注。在此，我们报告了一种（苯基碘代）氨基磺酸盐（PISA）介导的、依赖溶剂的不同异喹啉酮衍生物的合成方法。通过在乙腈或湿六氟-2-异丙醇中使邻烯基苯甲酰胺衍生物与 PISA 反应，该方法可高度化学选择性地获得 3 或 4-取代的异喹啉酮衍生物。Chem.2024, 20, 1914–1921. doi:10.3762/bjoc.20.167

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来源期刊

Beilstein Journal of Organic Chemistry 化学-有机化学

CiteScore

4.90

自引率

3.70%

发文量

167

审稿时长

1.4 months

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