Selenium-catalyzed allylic C-H phosphoramidation of alkenes.


Journal

Organic & biomolecular chemistry
ISSN: 1477-0539
Titre abrégé: Org Biomol Chem
Pays: England
ID NLM: 101154995

Informations de publication

Date de publication:
29 May 2024
Historique:
medline: 29 5 2024
pubmed: 29 5 2024
entrez: 29 5 2024
Statut: aheadofprint

Résumé

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.

Identifiants

pubmed: 38809155
doi: 10.1039/d4ob00638k
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Auteurs

Chengjie Huang (C)

Institute of Drug Discovery Technology and Qian Xuesen Collaborative Research Center of Astrochemistry and Space Life Sciences, Ningbo University, Ningbo, Zhejiang 315211, China. wufan@nbu.edu.cn.

Tao Yang (T)

Institute of Drug Discovery Technology and Qian Xuesen Collaborative Research Center of Astrochemistry and Space Life Sciences, Ningbo University, Ningbo, Zhejiang 315211, China. wufan@nbu.edu.cn.

Jingyang Jia (J)

Institute of Drug Discovery Technology and Qian Xuesen Collaborative Research Center of Astrochemistry and Space Life Sciences, Ningbo University, Ningbo, Zhejiang 315211, China. wufan@nbu.edu.cn.

Songsen Fu (S)

Institute of Drug Discovery Technology and Qian Xuesen Collaborative Research Center of Astrochemistry and Space Life Sciences, Ningbo University, Ningbo, Zhejiang 315211, China. wufan@nbu.edu.cn.

Bang Hong (B)

LeadArt Technologies Ltd, Ningbo, 315211, China.

Fan Wu (F)

Institute of Drug Discovery Technology and Qian Xuesen Collaborative Research Center of Astrochemistry and Space Life Sciences, Ningbo University, Ningbo, Zhejiang 315211, China. wufan@nbu.edu.cn.

Feng Ni (F)

Institute of Drug Discovery Technology and Qian Xuesen Collaborative Research Center of Astrochemistry and Space Life Sciences, Ningbo University, Ningbo, Zhejiang 315211, China. wufan@nbu.edu.cn.
LeadArt Technologies Ltd, Ningbo, 315211, China.

Classifications MeSH