773143-77-4Relevant academic research and scientific papers
Photochemical substitution of olefins and aromatic compounds with difluoromethyl radicals bearing ester and phosphonate groups
Murakami, Satoru,Ishii, Hideki,Tajima, Toshiki,Fuchigami, Toshio
, p. 3761 - 3769 (2006)
Efficient and selective substitution of cyclic and acyclic vinyl ethers with photo-generated difluoromethyl radicals bearing ester and phosphonate groups, in the presence of 2,4,6-trimethylpyridine and diphenyl diselenide was successfully carried out to provide the corresponding regioselective unsaturated difluoromethylene adducts selectively. The reaction involves phenylselenyl transfer at an early stage followed by elimination of phenylselenol from the adducts once formed to provide the unsaturated difluoromethylene adducts selectively. This novel photochemical method was successfully extended to aromatic and heteroaromatic substitutions to provide the corresponding α-aryl-α,α-difluoroacetates and α-aryl-α,α- difluoromethylphosphonates in good to moderate yields.
Electrosynthesis of ethyl α, α-difluoro-α-(phenylseleno)acetate and its photochemical synthetic application
Murakami, Satoru,Ishii, Hideki,Fuchigami, Toshio
, p. 609 - 614 (2007/10/03)
Anodic fluorination of ethyl α-fluoro-α-(phenylseleno) acetate was successfully carried out to give ethyl α,α -difluoro-α-(phenylseleno)acetate in high yield. Photolysis of the difluorinated product in the presence of various olefins provided regioselective difluorometylene adducts in good to moderate total yields. The reaction involves phenylselenyl transfer at the early stage followed by the elimination of a phenylselenyl group from the adducts once formed to provide the unsaturated and saturated difluoromethylene products.
