The Journal of Organic Chemistry· 2026Q2
TsCl-Mediated, Copper-Catalyzed Deoxygenative Difluoromethoxylation Reaction of Quinoline- N -Oxides
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- Q2SCImago
- 2026year
Short summary
A new copper-catalyzed reaction uses TsCl and ethyl bromodifluoroacetate to synthesize 2-difluoromethoxy quinoline derivatives from quinoline-N-oxides in good to excellent yields.
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Key points
- A new method for synthesizing 2-difluoromethoxy quinoline derivatives from quinoline-N-oxides has been established.
- The reaction is mediated by TsCl and catalyzed by copper, using ethyl bromodifluoroacetate as the difluoromethylation reagent.
- The process yields products in good to excellent yields.
- The oxygen atom in the product is derived from water present in the reaction system.
- The method is noted for its simplicity, environmental friendliness, and efficiency.
AI-generated from the title and abstract; the full text is not read.
Abstract
Abstract Quinoline derivatives have played a pivotal role in the design and synthesis of drug-active substances and bioactive molecules for a long time. Herein, a TsCl-mediated, copper-catalyzed deoxygenative difluoromethoxylation reaction that facilitates the synthesis of 2-difluoromethoxy quinoline derivatives in good to excellent yields is described. In this method, quinoline-N-oxides are utilized as substrates and ethyl bromodifluoroacetate as a difluoromethylation reagent. The reaction mechanism has been explored, revealing that the oxygen atom of the products originates from water in the reaction system. The advantages of this method include its simplicity, environmental friendliness, and efficiency.
The authors' abstract, as published at the source. The Journal of Organic Chemistry, 2026 · DOI ↗
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Field: Pharmaceutical Science
Pharmaceutical SciencePharmacology, Toxicology and Pharmaceutics