118559-15-2Relevant articles and documents
Green, Catalyst-Free Reaction of Indoles with β-Fluoro-β-nitrostyrenes in Water
Aldoshin, Alexander S.,Tabolin, Andrey A.,Ioffe, Sema L.,Nenajdenko, Valentine G.
, p. 3816 - 3825 (2018/07/31)
The reaction of 2-fluoro-2-nitrostyrenes with various indoles was investigated. We found that the reaction proceeds as a Michael addition in a highly regioselective manner to form 3-(1-aryl-2-fluoro-2-nitroethyl)-1H-indoles. Thus, a green and catalyst-free synthesis of these compounds was developed using water as a reaction medium. The high effectiveness of this approach was demonstrated through the preparation of target products in up to 92 % isolated yield. Subsequent reduction of the nitro group was investigated. We found that due to the instability of the intermediate α-fluoro amines, the reduction led to non-fluorinated tryptamine derivatives.
Synthesis and Diels-Alder reactions of α-fluoro- and α-trifluoromethylacrylonitriles
Nenajdenko, Valentine G.,Muzalevskiy, Vasiliy M.,Shastin, Aleksey V.,Balenkova, Elizabeth S.,Haufe, Günter
, p. 818 - 826 (2008/03/14)
A novel synthetic method for the preparation of α-fluoro- and the still unknown α-trifluoromethylacrylonitriles is elaborated. The reaction of α-fluorovinylbromides and α-trifluoromethylvinylbromides with CuCN leads to the title compounds in good to high yields. While the α-fluoroacrylonitriles were isolated as mixture of Z/E-isomers, the α-trifluoromethylacrylonitriles were obtained as pure Z-isomers. The α-trifluoromethylacrylonitriles are shown to be excellent dienophiles for Diels-Alder reactions.
Chromium-mediated fluoroalkenylation reactions of 1,1-dibromo-1- fluoroalkane and 1-bromo-1-fluoroalkene derivatives
Saito, Akio,Nakagawa, Muga,Taguchi, Takeo
, p. 1166 - 1173 (2007/10/03)
CrCl2- and NiCl2-mediated coupling reactions of E/Z mixture of 1-bromo-1-fluoroalkenes with aldehydes proceeded in a high stereoselectivity to give the corresponding (Z)-2-fluoroallylic alcohol derivatives. On the other hand, in the
