Abstract
Mono- and difluoromethylenebisphosphonates are of great synthetic and biological interest since they are among the best isopolar pyrophosphate mimics. This review will emphasize preparation and some of the most important applications of these compounds. The following synthetic approaches to fluoromethylenebisphosphonates are summarized: (i) electrophilic halogenation, (ii) Arbuzov and Michaelis-Becker reactions, (iii) direct electrophilic phosphorylation of fluoromethylphosphonate carbanions, and (iv) autocondensation of fluoromethylphosphonate carbanions. Emphasis is given to the synthesis and biomedical application of modified nucleoside polyphosphates, incorporating fluoromethylenebisphosphonate scaffold.
Keywords: Enzyme inhibitors, fluorinated bisphosphonates, modified nucleoside polyphosphates, phosphate mimics, synthetic methods
Graphical Abstract
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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