Light-promoted metal-free cross dehydrogenative couplings on ethers mediated by NFSI: reactivity and mechanistic studies. Issue 94 (15th November 2017)

• Record Type: Journal Article
• Authors: Beniazza, Redouane; Abadie, Baptiste; Remisse, Lionel; Jardel, Damien; Lastécouères, Dominique; Vincent, Jean-Marc
• Is Part Of: Chemical communications. Volume 53:Issue 94(2017)
• Page Start: 12708
• Page End: 12711
• Publication Date: 2017-11-15
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c7cc05854c
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : Cross dehydrogenative couplings on ethers are performed very effectively in a one-pot process using NFSI as oxidizing agent under low-intensity UVA irradiation in the presence of 2 mol% benzophenone. Abstract : Cross dehydrogenative couplings on ethers occur very effectively using N -fluorobis(phenyl)sulfonimide (NFSI) as oxidizing agent under UVA irradiation in the presence of 2 mol% benzophenone. The reaction was shown to proceed first by fast radical fluorination of the α-C–H bond of ethers, followed by HF elimination to yield the highly electrophilic oxocarbenium ion as a key intermediate.