Issue 17, 2024

Palladium-catalyzed epoxidation of olefins using electrophiles as oxidizing agents

Abstract

A palladium-catalyzed olefin epoxidation reaction was developed using electrophilic reagents as oxidants. The modular synthesis of various alkyl alcohols, alkyl esters, and alkyl halides was achieved in good to excellent yields. These products can be used to synthesize potential drug ibuprofen derivatives. A preliminary mechanistic study shows that SN2 attack by the nucleophilic reagents in the system creates the final C–O bond and an SN1 reaction of halide ions creates a C–X bond.

Graphical abstract: Palladium-catalyzed epoxidation of olefins using electrophiles as oxidizing agents

Supplementary files

Article information

Article type
Research Article
Submitted
23 Apr 2024
Accepted
23 Jun 2024
First published
25 Jun 2024

Org. Chem. Front., 2024,11, 4689-4696

Palladium-catalyzed epoxidation of olefins using electrophiles as oxidizing agents

B. Yao, L. Zhang, Y. Chen, L. Zhang, W. Wu and H. Jiang, Org. Chem. Front., 2024, 11, 4689 DOI: 10.1039/D4QO00732H

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