硒催化烯烃的烯丙基 C-H 磷酸化反应。

IF 2.9 3区化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-06-19 DOI:10.1039/d4ob00638k

Chengjie Huang , Tao Yang , Jingyang Jia , Songsen Fu , Bang Hong , Fan Wu , Feng Ni

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引用次数: 0

摘要

我们在此报告了一种通过硒催化烯丙基 C-H 衍生化，从烯合成烯丙基磷酰胺酸盐的方法。该方法具有条件温和、底物范围广、官能团耐受性高等特点，可对多种复杂底物进行后期修饰。此外，该方法还被应用于修饰加里叶烯，并产生了一种能够在活体 HeLa 细胞中进行蛋白质组目标标记的光亲和探针。

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Selenium-catalyzed allylic C–H phosphoramidation of alkenes†

We report herein a synthesis of allylic phosphoramidates from alkenes by selenium-catalyzed allylic C–H derivatization. This method features mild conditions, broad substrate scope, and high functional group tolerance, enabling late-stage modification of a number of complex substrates. In addition, this protocol was applied to modify caryophyllene and produced a photoaffinity probe capable of proteomic target labeling in live HeLa cells.

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