Gold-Catalyzed Arylative Meyer–Schuster Rearrangement of Aryl Iodides to α-Arylated Enones
Authors:
- 22 September 2025
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 27 (39) , 11016-11021
Abstract
Enones serve as versatile scaffolds in synthetic chemistry, enabling diverse transformations while exhibiting biologically relevant properties crucial for drug development. Herein, we report a ligand-enabled gold-catalyzed arylative Meyer-Schuster rearrangement employing readily available and stable propargylic acetates and aryl iodides under mild conditions. This method efficiently delivers α-arylated enones with a broad substrate scope and air-tolerant conditions, while avoiding the need for strong external oxidants or photocatalytic activation of aryl diazonium salts.Keywords
Funding Information
- Natural Science Foundation of Beijing Municipality (2252023)
- National Natural Science Foundation of China (22201019)
This publication has 64 references indexed in Scilit:
- Gold (I/III)‐Catalyzed Trifluoromethylthiolation and Trifluoromethylselenolation of OrganohalidesAngewandte Chemie International Edition, 2022
- Intermolecular Alkene Difunctionalization via Gold‐Catalyzed OxyarylationAngewandte Chemie International Edition, 2020
- Gold(I)/Gold(III) Catalysis that Merges Oxidative Addition and π‐Alkene ActivationAngewandte Chemie International Edition, 2020
- Gold‐Catalyzed 1,2‐Diarylation of AlkenesAngewandte Chemie International Edition, 2020
- Intercepted Meyer–Schuster Rearrangements in Organic SynthesisAsian Journal of Organic Chemistry, 2018
- The Cysteinome of Protein Kinases as a Target in Drug DevelopmentAngewandte Chemie International Edition, 2017
- Domino Meyer–Schuster/Arylation Reaction of Alkynols or Alkynyl Hydroperoxides with Diazonium Salts Promoted by Visible Light under Dual Gold and Ruthenium CatalysisAdvanced Synthesis & Catalysis, 2016
- Copper‐Catalyzed Arylative Meyer–Schuster Rearrangement of Propargylic Alcohols to Complex Enones Using Diaryliodonium SaltsAngewandte Chemie International Edition, 2013
- Target Identification for Small Bioactive Molecules: Finding the Needle in the HaystackAngewandte Chemie International Edition, 2013
- Gold‐Catalyzed Homogeneous Oxidative Cross‐Coupling ReactionsAngewandte Chemie International Edition, 2009