83567-75-3Relevant academic research and scientific papers
Nucleophilic difluoromethylation and difluoromethylenation of aldehydes and ketones using diethyl difluoromethylphosphonate
Beier, Petr,Alexandrova, Anastasia V.,Zibinsky, Mikhail,Surya Prakash
experimental part, p. 10977 - 10985 (2009/04/11)
New methodology for difluoromethylation and difluoromethylenation of aldehydes and ketones based on nucleophilic fluorination using diethyl difluoromethylphosphonate (1) was developed.
A useful magnesium reagent for the preparation of 1,1-difluoro-2-hydroxyphosphonates from diethyl bromodifluoromethylphosphonate via a metal-halogen exchange reaction
Waschbuesch, Rachel,Samadi, Mohammad,Savignac, Philippe
, p. 267 - 278 (2007/10/03)
When (EtO)2P(O)CF2Br (1) is treated with isopropylmagnesium chloride in THF at low temperature it gives a magnesium species (2) which undergoes reactions with strong electrophiles (HCl, TMSCl, halogens, aldehydes and ketones). The formation of products depends strongly on the reaction conditions. With 1.5 equivalents of 2 between - 78 and 0°C, a conversion of more than 90% of aldehydes and ketones into 2-hydroxyphosphonates (7 and 8) can be achieved. These compounds (7 and 8) in the presence of base (NaH, LDA) are rearranged into 2,2-difluoroethylphosphates without concomitant formation of 1,1-difluoroolefines.
(DIETHYLPHOSPHINYL)DIFLUOROMETHYLLITHIUM. -PREPARATION AND SYNTHETIC APPLICATION-
Obayashi, Michio,Ito, Eiji,Matsui, Kiyohide,Kondo, Kiyosi
, p. 2323 - 2326 (2007/10/02)
The action of lithium diisopropylamide on diethyl difluoromethylphosphonate gives the title reagent which reacts with various electrophiles to introduce difluoromethylene or difluoromethyl unit.
