Issue 6, 2025

Palladium-catalyzed α-arylation of sulfoxonium ylides with aryl fluorosulfates

Abstract

A variety of α-arylated sulfoxonium ylides could be facilely synthesized in modest to high yields through α-arylation of sulfoxonium ylides with aryl fluorosulfates via C–O bond functionalization under palladium catalysis. Reactions using readily available and bench-stable aryl fluorosulfates as effective and appealing arylating agents showed both good substrate scope and broad functionality tolerance. Important functional groups such as nitro, cyano, formyl, acetyl, methoxycarbonyl, trifluoromethoxy, fluoro, and chloro embedded in substrates remained intact during the course of the reaction, and could be subjected to downstream modification. In addition, the reaction could be readily scalable and applied in the late-stage modification of complex molecules.

Graphical abstract: Palladium-catalyzed α-arylation of sulfoxonium ylides with aryl fluorosulfates

Supplementary files

Article information

Article type
Paper
Submitted
22 Oct 2024
Accepted
17 Dec 2024
First published
17 Dec 2024

Org. Biomol. Chem., 2025,23, 1412-1417

Palladium-catalyzed α-arylation of sulfoxonium ylides with aryl fluorosulfates

Q. Wang, J. Ren, X. Cao, X. Zhou, J. Yang and Z. Shen, Org. Biomol. Chem., 2025, 23, 1412 DOI: 10.1039/D4OB01694G

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