Para‐Selective Palladium‐Catalyzed C−H Difluoroalkylation by Weak Oxazolidinone Assistance. Issue 7 (24th February 2021)

• Record Type: Journal Article
• Authors: Fang, Xinyue; Tan, Yuqiang; Gu, Linghui; Ackermann, Lutz; Ma, Wenbo
• Is Part Of: ChemCatChem. Volume 13:Issue 7(2021)
• Page Start: 1738
• Page End: 1742
• Publication Date: 2021-02-24
• Subjects: Palladium -- Difluoroalkylation -- Oxazolidinone -- Single electron transfer -- Difluoroalkylation -- Chelation; Catalysis -- Periodicals; 541.39505
• DOI: 10.1002/cctc.202002056
• Languages: English
• ISSNs: 1867-3880

Abstract

Abstract: Herein, we report a general and efficient method for the palladium‐catalyzed remote C(sp 2 )−H difluoroalkylation of N ‐aryloxazolidinone derivatives with commercially available difluoroalkyl bromide. This method tolerates a wide range of functional groups with 26 examples in up to 96 % yields. Moreover, it proceeds with complete para ‐selectivity. Preliminary mechanistic studies indicated that a single electron transfer process likely involved in this transformation. Abstract : Di‐amonds are forever : A general and efficient method for palladium‐catalyzed remote C(sp 2 )‐H difluoroalkylation of N ‐aryloxazolidinone derivatives with commercially available difluoroalkyl bromide have been developed.