Issue 24, 2024

Selenium-catalyzed allylic C–H phosphoramidation of alkenes

Abstract

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.

Graphical abstract: Selenium-catalyzed allylic C–H phosphoramidation of alkenes

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Article information

Article type
Communication
Submitted
18 Apr 2024
Accepted
17 May 2024
First published
23 May 2024

Org. Biomol. Chem., 2024,22, 4882-4887

Selenium-catalyzed allylic C–H phosphoramidation of alkenes

C. Huang, T. Yang, J. Jia, S. Fu, B. Hong, F. Wu and F. Ni, Org. Biomol. Chem., 2024, 22, 4882 DOI: 10.1039/D4OB00638K

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