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铜催化β,γ-不饱和肟与二氧化硫和Selectfluor的氧氟磺酰化反应合成异恶唑啉官能化的脂肪族磺酰氟

Copper-Catalyzed Oxyfluorosulfonylation of β,γ-Unsaturated Oximes with Sulfur Dioxide and Selectfluor for Isoxazoline-Functionalized Aliphatic Sulfonyl Fluorides.

作者信息

Du Hui-Jie, Qi Lin, Yan Zhi-Min, Liu Jia-Li, Li Wei, Wang Li-Jing

机构信息

College of Chemistry and Materials Science, Key Laboratory of Medicinal Chemistry, and Molecular Diagnosis of the Ministry of Education, Key Laboratory of Chemical Biology of Hebei Province, Hebei University, Baoding 071002, PR China.

State Key Laboratory of New Pharmaceutical Preparations and Excipients, Hebei University, Baoding 071002, PR China.

出版信息

J Org Chem. 2024 Oct 4;89(19):13847-13852. doi: 10.1021/acs.joc.4c00616. Epub 2024 Sep 19.

Abstract

In this report, we describe a copper-catalyzed cascade reaction involving oxygen radical-induced cyclization/SO insertion/fluorination of β,γ-unsaturated oximes with sulfur dioxide and Selectfluor under mild conditions for the synthesis of isoxazoline-functionalized aliphatic sulfonyl fluorides. The synthetic potential of these compounds has been evaluated through diverse SuFEx reactions.

摘要

在本报告中,我们描述了一种铜催化的串联反应,该反应涉及在温和条件下,β,γ-不饱和肟与二氧化硫和Selectfluor发生氧自由基诱导的环化/SO插入/氟化反应,用于合成异恶唑啉官能化的脂肪族磺酰氟。这些化合物的合成潜力已通过各种硫氟交换(SuFEx)反应进行了评估。

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