A Convenient Photocatalytic Fluorination of Unactivated CH Bonds1. (25th March 2014)

• Record Type: Journal Article
• Authors: Halperin, Shira D.; Fan, Hope; Chang, Stanley; Martin, Rainer E.; Britton, Robert
• Is Part Of: Angewandte Chemie. Volume 126:Number 18(2014)
• Page Start: 4778
• Page End: 4781
• Publication Date: 2014-03-25
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201400420
• Languages: English
• ISSNs: 0044-8249

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Fluorination reactions are essential to modern medicinal chemistry, thus providing a means to block site‐selective metabolic degradation of drugs and access radiotracers for positron emission tomography imaging. Despite current sophistication in fluorination reagents and processes, the fluorination of unactivated CH bonds remains a significant challenge. Reported herein is a convenient and economic process for direct fluorination of unactivated CH bonds that exploits the hydrogen abstracting ability of a decatungstate photocatalyst in combination with the mild fluorine atom transfer reagent <italic>N</italic>‐fluorobenzenesulfonimide. This operationally straightforward reaction provides direct access to a wide range of fluorinated organic molecules, including structurally complex natural products, acyl fluorides, and fluorinated amino acid derivatives.</p> </abstract>