150501-74-9Relevant articles and documents
Deoxyfluorination with CuF2: Enabled by Using a Lewis Base Activating Group
Bode, Bela E.,Chabbra, Sonia,Champion, Sue,Dawson, Daniel M.,Sood, D. Eilidh,Sutherland, Andrew,Watson, Allan J. B.
supporting information, p. 8460 - 8463 (2020/04/10)
Deoxyfluorination is a primary method for the formation of C?F bonds. Bespoke reagents are commonly used because of issues associated with the low reactivity of metal fluorides. Reported here is the development of a simple strategy for deoxyfluorination, using first-row transition-metal fluorides, and it overcomes these limitations. Using CuF2 as an exemplar, activation of an O-alkylisourea adduct, formed in situ, allows effective nucleophilic fluoride transfer to a range of primary and secondary alcohols. Spectroscopic investigations have been used to probe the origin of the enhanced reactivity of CuF2. The utility of the process in enabling 18F-radiolabeling is also presented.
Improved Protocols for the Selective Deprotection of Trialkylsilyl Ethers Using Fluorosilicic Acid
Pilcher, Anthony S.,DeShong, Philip
, p. 5130 - 5134 (2007/10/02)
Improvements for the application of aqueous fluorosilicic acid to the selective cleavage of tert-butyldimethylsilyl ethers in the presence of triisopropylsilyl ethers are described.Deprotection conditions have been optimized for cleavage selectivity, tole