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光诱导铁催化的烯烃三氟甲基化硫代反应。

Light-Induced Iron-Catalyzed Trifluoromethylative Thiolation of Alkenes.

机构信息

Key Laboratory of Agri-Food Safety of Anhui Province, School of Resources and Environment, Anhui Agricultural University, Hefei 230036, China.

State Key Laboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bio-engineering, Ministry of Education, Guizhou University, Guiyang 550025, China.

出版信息

Org Lett. 2022 Nov 4;24(43):8057-8061. doi: 10.1021/acs.orglett.2c03348. Epub 2022 Oct 26.

Abstract

A series of novel trifluoromethylative thiolations of alkene are realized by using visible light as a driving force and iron salts as a catalyst, and 1,2-bis(trifluoromethylated) compounds could be obtained in moderate to good yields. These multicomponent protocols proceed in an atom-economical way with a broad substrate scope. Biologically active chemicals can also be tolerated to provide desired products, suggesting that the catalytic protocol could be viable for late-stage modification in pharmaceutical discovery. At last, flow-setup synthesis of the desired product is successfully applied on a gram scale, indicating the synthetic power of these reactions in industrial applications.

摘要

通过使用可见光作为驱动力,铁盐作为催化剂,实现了一系列新型的烯基三氟甲基化硫醚化反应,可以中等至良好的收率得到 1,2-双(三氟甲基化)化合物。这些多组分反应具有原子经济性,底物适用范围广泛。生物活性化学品也可以耐受,从而提供所需的产物,这表明催化方案可用于药物发现的后期修饰。最后,在克级规模上成功应用了所需产物的流动装置合成,表明这些反应在工业应用中具有合成能力。

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