Copper-Catalyzed Multicomponent Oxysulfonylation of Alkenes with Cyclobutanone Oxime Esters and Hydroxamic Acids via the Insertion of Sulfur Dioxide,Advanced Synthesis & Catalysis

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Copper-Catalyzed Multicomponent Oxysulfonylation of Alkenes with Cyclobutanone Oxime Esters and Hydroxamic Acids via the Insertion of Sulfur Dioxide
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2022-10-20 , DOI: 10.1002/adsc.202200899
Nengneng Zhou ₁ , Qiankun Xu ₁ , Ziqin Xia ₂ , Fangli Zhao ₂ , Lei Wang ₂ , Man Zhang ₂

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A copper-catalyzed multicomponent oxysulfonylation of alkenes with cyclobutanone oxime esters and hydroxamic acids via the insertion of sulfur dioxide has been developed. This reaction uses K₂S₂O₅ as the sulfur dioxide surrogate and the in situ generated amidoxyl radical as radical interceptor, thus providing a direct approach to β-amidoxy sulfones in 35–90% yields. Mechanistic studies revealed that a radical-radical coupling reaction of the alkyl radical and amidoxyl radical might be involved in this transformation.

中文翻译：

铜催化二氧化硫插入烯烃与环丁酮肟酯和异羟肟酸的多组分氧磺酰化反应

已经开发了通过插入二氧化硫的铜催化的烯烃与环丁酮肟酯和异羟肟酸的多组分氧磺酰化反应。该反应使用 K ₂ S ₂ O ₅作为二氧化硫替代物，并使用原位生成的胺氧基自由基作为自由基拦截剂，从而以 35-90% 的收率直接制备 β-胺氧基砜。机理研究表明，烷基自由基和氨氧基自由基的自由基-自由基偶联反应可能参与了这种转化。

更新日期：2022-10-20

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