21151-72-4Relevant academic research and scientific papers
A General Strategy for Aliphatic C-H Functionalization Enabled by Organic Photoredox Catalysis
Margrey, Kaila A.,Czaplyski, William L.,Nicewicz, David A.,Alexanian, Erik J.
, p. 4213 - 4217 (2018)
Synthetic transformations that functionalize unactivated aliphatic C-H bonds in an intermolecular fashion offer unique strategies for the synthesis and late-stage derivatization of complex molecules. Herein we report a general approach to the intermolecular functionalization of aliphatic C-H bonds using an acridinium photoredox catalyst and phosphate salt under blue LED irradiation. This strategy encompasses a range of valuable C-H transformations, including the direct conversions of a C-H bond to C-N, C-F, C-Br, C-Cl, C-S, and C-C bonds, in all cases using the alkane substrate as the limiting reagent. Detailed mechanistic studies are consistent with the intermediacy of a putative oxygen-centered radical as the hydrogen atom-abstracting species in these processes.
Nucleophilic 18F-fluorination of phosphorofluoridates and phosphonofluoridic acids via imidazole-activated precursors
Mou, Zhaobiao,Chen, Xueyuan,Wang, Chao,Wang, Tao,Yang, Hongzhang,Li, Zijing
supporting information, (2021/03/03)
18F-Labeled organofluorophosphates are important radiosynthons that have only been previously accessible via 18/19F-isotope-exchange with limited molar activities. Herein, a novel 18F-fluorination methodology has been developed to prepare 18F-labeled phosphorofluoridates and phosphonofluoridic acids via the [18F]F? nucleophilic substitution of imidazole-activated precursors. The efficient one-step 18F-fluorination affords stable products in the presence of Zn(Ⅱ) with high radiochemical yields and high molar activities. This 18F-fluorination method could be used to prepare various phosphorofluoridate and phosphonofluoridic acid analogs for use as 18F-radiosynthons and potential positron emission tomography tracers.
