1039621-73-2Relevant articles and documents
Synthesis and some transformations of all three isomers of α,α-difluoropyridinylacetonitrile
Shavrina, Oksana M.,Bezdudny, Andrii V.,Rassukana, Yuliya V.
, (2021/04/19)
An effective preparative approach to fluorinated pyridinylacetonitriles, based on electrophilic fluorination of pyridinylacetonitriles, was developed. Their synthetic potential for obtaining new fluorine-containing building blocks and heterocyclic systems was disclosed.
Controlling the cleavage of carbon-carbon bonds to generate α,α-difluorobenzyl carbanions for the construction of difluoromethylbenzenes
Khatri, Hari R.,Han, Changho,Luong, Erica,Pan, Xiaoliang,Adam, Amna T.,Alshammari, Maali D.,Shao, Yihan,Colby, David A.
, p. 11665 - 11675 (2019/10/02)
Controlling the cleavage of carbon-carbon bonds during a chemical reaction is a substantial challenge; however, synthetic methods that accomplish this objective produce valuable and often unexplored reactivity. We have designed a mild process to generate α,α-difluorobenzyl carbanions in the presence of potassium carbonate by exploiting the cleavage of C-C bonds during the release of trifluoroacetate. The initiating reagent is potassium carbonate, which represents an improvement over existing protocols that require a strong base. Fragmentation studies across substituted arenes and heteroarenes were conducted along with computational analyses to elucidate reactivity trends. Furthermore, the mildly generated α,α-difluorobenzyl carbanions from electron-deficient aromatics and heteroaromatic rings can react with aldehydes to create derivatives of difluoromethylbenzenes, which are valuable synthetic targets.