A versatile approach to α-fluoroketones from diversely substituted olefins: Step towards greener fluoropharmaceuticals

• Published in: Sustainable chemistry and pharmacy Vol. 41; p. 101687
• Main Authors: Chhetri, Karan, Bhuyan, Samuzal, Phukan, Kimron Protim, Roy, Biswajit Gopal
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 01.10.2024
• Subjects: Diversely functionalized olefins; Eco-friendly synthesis; Fluorination; Fluoroketones; Fluoroketones; Eco-friendly synthesis; Diversely functionalized olefins; Fluorination
• ISSN: 2352-5541; 2352-5541
• DOI: 10.1016/j.scp.2024.101687

Fluoroketones are very important class of compounds due to their high prevalence in pharmaceuticals and their expediency as synthons and building blocks for the synthesis of other therapeutically important molecules. Here we present an efficient environment-friendly straightforward synthetic method for an array of α-fluoroketones, alcohols, and ethers, starting from ubiquitous aryl and alkyl-substituted olefins. This method with broad substrate and product scope, mild and eco-friendly reaction condition, and high yield, provides an efficient and greener alternative to reported syntheses to date. The robustness and generality of the method have been demonstrated through easy scaling up to gram scale and smooth fluorination of several commercial drugs, food additives, and natural products containing both alkyl and aryl-substituted olefins. [Display omitted] •Efficient, ecofriendly and straightforward synthetic method.•Fluoroketonization of both aromatic and aliphatic olefins possible.•Fast high yielding method with excellent functional/protecting group tolerance.•Smooth fluoroketonization of drugs, food additives, and natural products.•Can easily be adjusted for the synthesis of fluorinated alcohols and ethers.