Acyl fluorides as direct precursors to fluoride ketyl radicals: reductive deuteration using SmI2 and D2O. Issue 42 (28th April 2021)

• Record Type: Journal Article
• Authors: Li, Hengzhao; Peng, Mengqi; Lai, Zemin; Ning, Lei; Chen, Xingyue; Zhang, Xiaoxu; Wang, Pengjie; Szostak, Roman; Szostak, Michal; An, Jie
• Is Part Of: Chemical communications. Volume 57:Issue 42(2021)
• Page Start: 5195
• Page End: 5198
• Publication Date: 2021-04-28
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/d1cc01381e
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A highly chemoselective reductive deuteration of acyl fluorides to provide α, α-dideuterio alcohols using SmI2 and D2 O as the deuterium source was developed. Abstract : A highly chemoselective reductive deuteration of acyl fluorides to provide α, α-dideuterio alcohols with exquisite levels of deuterium incorporation was developed using SmI2 and D2 O as the deuterium source. This method introduces acyl fluorides as attractive radical precursors for the generation of reactive acyl-type fluoride ketyls that should find widespread application in many synthetic strategies involving single electron transfer processes.