128483-82-9Relevant academic research and scientific papers
Nickel-Catalyzed anti-Markovnikov Hydrodifluoroalkylation of Unactivated Alkenes
Yin, Li-Ming,Sun, Meng-Chan,Si, Xiao-Ju,Yang, Dandan,Song, Mao-Ping,Niu, Jun-Long
supporting information, p. 1083 - 1087 (2022/02/05)
An efficient Ni-catalyzed hydrodifluoroalkylation of unactivated alkenes with bromodifluoroacetate by using PhSiH3 as hydride source was developed. The transformation affords aliphatic difluorides with anti-Markovnikov regioselectivity. A wide range of hi
Synthesis of polyfluoro ketones for selective inhibition of human phospholipase A2 enzymes
Baskakis, Constantinos,Magrioti, Victoria,Cotton, Naomi,Stephens, Daren,Constantinou-Kokotou, Violetta,Dennis, Edward A.,Kokotos, George
experimental part, p. 8027 - 8037 (2009/11/30)
The development of selective inhibitors for individual PLA2 enzymes is necessary in order to target PLA2-specific signaling pathways, but it is challenging due to the observed promiscuity of known PLA2 inhibitors. In the current work, we present the development and application of a variety of synthetic routes to produce pentafluoro, tetrafluoro, and trifluoro derivatives of activated carbonyl groups in order to screen for selective inhibitors and characterize the chemical properties that can lead to selective inhibition. Our results demonstrate that the pentafluoroethyl ketone functionality favors selective inhibition of the GVIA iPLA2, a very important enzyme for which specific, potent, reversible inhibitors are needed. We find that 1,1,1,2,2-pentafluoro-7-phenyl-heptan-3-one (FKGK11) is a selective inhibitor of GVIA iPLA2 (XI(50) = 0.0073). Furthermore, we conclude that the introduction of an additional fluorine atom at the α′ position of a trifluoromethyl ketone constitutes an important strategy for the development of new potent GVIA iPLA2 inhibitors.
Reactions of ethyl bromodifluoroacetate in the presence of copper powder
Sato,Omote,Ando,Kumadaki
, p. 509 - 515 (2007/10/03)
We have examined the reaction of ethyl bromodifluoroacetate (1) in the presence of copper powder as a procedure for the synthesis of compounds containing a CF2 group. The complex formed in the above reaction reacted with vinyl or aryl iodides t
Radical reaction using an organocopper reagent derived from ethyl bromodifluoroacetate
Sato, Kazuyuki,Ogawa, Yuko,Tamura, Misato,Harada, Mika,Ohara, Terumasa,Omote, Masaaki,Ando, Akira,Kumadaki, Itsumaro
, p. 1285 - 1295 (2007/10/03)
In our previous work, reaction of ethyl bromodifluoroacetate (1) in the presence of Cu powder with olefins activated by an electron-withdrawing group gave the Michael-type adducts through an anionic intermediate. The same reaction with non-activated olefi
Reversal of stereoselectivity in the Evans aldol reaction of α,α-difluoro and α,α,α-trifluoro carbonyl compounds
Iseki, Katsuhiko,Oishi, Satoshi,Kobayashi, Yoshiro
, p. 71 - 84 (2007/10/02)
The Evans aldol reaction of hexafluoroacetone and trifluoroacetaldehyde causes complete reversal of diastereofacial selectivity. The boron enolate derived from N-acyloxazolidinone 2 reacts with trifluoroacetaldehyde to give anti and "non-Evans" syn aldols
