108644-84-4Relevant articles and documents
Synthesis of Trifluoromethyl-substituted Methanols: a Barbier Procedure under Pressure
Francese, Catherine,Tordeux, Marc,Wakselman, Claude
, p. 642 - 643 (1987)
Synthesis of trifluoromethyl methanols can be achieved by stirring a mixture of carbonyl compound, zinc powder, and pyridine under a slight pressure of trifluoromethyl bromide.
Microreactors for the synthesis of fluorinated materials
Miyake, Noriaki,Kitazume, Tomoya
, p. 243 - 246 (2003)
The utility of microreactor for the synthesis of α-fluoro-α, β-unsaturated esters, trifluoromethylation and Michael addition reaction, is described.
Enantioselective reduction of α,β-unsaturated ketones bearing the trifluoromethyl group
Nenajdenko, Valentine G.,Smolko, Konstantin I.,Balenkova, Elizabeth S.
, p. 1259 - 1266 (2001)
α,β-Unsaturated ketones bearing the trifluoromethyl group were enantioselectively reduced by a variety of reagents to the corresponding secondary allylic alcohols with e.e. in the range 87-99%. The influence of the trifluoromethyl group on the enantioselectivity is discussed.
A facile stereocontrolled synthesis of anti-alpha-(trifluoromethyl)-beta-amino alcohols.
Prakash,Mandal,Schweizer,Petasis,Olah
, p. 3173 - 3176 (2000)
A short stereocontrolled preparation of anti-alpha-(trifluoromethyl)-beta-amino alcohols is described, involving an initial CF(3) transfer to cinnamaldehyde and a one-step, three-component condensation of 3,3,3-trifluorolactic aldehyde, an alkenyl (aryl)
The interaction of 4-ethoxy-1,1,1-trifluoro-3-buten-2-one with C-nucleophiles - organo-magnesium and -zinc compounds
Gorbunova, M. G.,Gerus, I. I.,Kukhar, V. P.
, p. 25 - 28 (1993)
4-Ethoxy-1,1,1-trifluoro-3-buten-2-one (1) reacts with phenylmagnesium bromide to give ethoxy group substitution products while the reaction of 1 with organozinc compounds gives products arising from 1,2-addition to the carbonyl group.Enone 1 reacts with electron-rich aromatic systems such as indole and N,N-dimethylaniline in the presence of a Lewis acid catalyst to give a β-arylvinyltrifluoromethylketone.
Ni-Catalyzed Defluorination for the Synthesis of gem-Difluoro-1,3-dienes and Their [4 + 2] Cycloaddition Reaction
Zhou, Minqi,Zhang, Jian,Zhang, Xing-Guo,Zhang, Xingang
supporting information, p. 671 - 674 (2019/01/21)
A nickel-catalyzed defluorination of α-trifluoromethylated allyl/propargyl carbonates using bis(pinacolato)diboron (B2pin2) as a reactant is described. The reaction proceeds under relatively mild reaction conditions, providing conjug
Palladium-Catalyzed Trimethylenemethane Cycloaddition of Olefins Activated by the δ-Electron-Withdrawing Trifluoromethyl Group
Trost, Barry M.,Debien, Laurent
, p. 11606 - 11609 (2015/09/28)
α-Trifluoromethyl-styrenes, trifluoromethyl-enynes, and dienes undergo palladium-catalyzed trimethylenemethane cycloadditions under mild reaction conditions. The trifluoromethyl group serves as a unique δ-electron-withdrawing group for the activation of the olefin toward the cycloaddition. This method allows for the formation of exomethylene cyclopentanes bearing a quaternary center substituted by the trifluoromethyl group, compounds of interest for the pharmaceutical, agrochemical, and materials industries. In the diene series, the cycloaddition operates in a [3 + 4] and/or [3 + 2] manner to give rise to seven- and/or five-membered rings. This transformation greatly improves the scope of the TMM cycloaddition technology and provides invaluable insights into the reaction mechanism.
