306769-09-5Relevant articles and documents
SYNTHESIZING METHOD α,β-UNSATURATED KETONE COMPOUND
-
Paragraph 0018; 0030; 0059-0061, (2020/10/19)
The present invention relates to a method for preparing an andalpha;,andbeta;-unsaturated ketone compound comprising the step of synthesizing an andalpha;,andbeta;-unsaturated ketone compound represented by Formula 3 below by reacting a styrene compound represented by Formula 1 below with a carboxylic anhydride represented by Formula 2 below. In the Formula 1, R_1 and R_2 are each independently substituted or unsubstituted alkyl, substituted or unsubstituted alkoxy, or substituted or unsubstituted heteroalkyl, and in the Formula 2, A is F, Cl, or F and Cl, and n is 1 to 10.COPYRIGHT KIPO 2021
Enantioselective Alkynylation of Trifluoromethyl Ketones Catalyzed by Cation-Binding Salen Nickel Complexes
Park, Dongseong,Jette, Carina I.,Kim, Jiyun,Jung, Woo-Ok,Lee, Yongmin,Park, Jongwoo,Kang, Seungyoon,Han, Min Su,Stoltz, Brian M.,Hong, Sukwon
supporting information, p. 775 - 779 (2019/12/24)
Cation-binding salen nickel catalysts were developed for the enantioselective alkynylation of trifluoromethyl ketones in high yield (up to 99 %) and high enantioselectivity (up to 97 % ee). The reaction proceeds with substoichiometric quantities of base (
Highly enantioselective copper(i)-catalyzed conjugate addition of 1,3-diynes to α,β-unsaturated trifluoromethyl ketones
Sanz-Marco, Amparo,Blay, Gonzalo,Mu?oz, M. Carmen,Pedro, José R.
supporting information, p. 8958 - 8961 (2015/05/27)
The conjugate diynylation of α,β-unsaturated trifluoromethyl ketones is carried out in the presence of a low catalytic load (2.5 mol%) of a copper(i)-MeOBIPHEP complex, triethylamine and a terminal 1,3-diyne. Pre-metalation of the terminal 1,3-diyne with stoichiometric or higher amounts of dialkylzinc reagent is not required. The corresponding internal diynes bearing a propargylic stereogenic center are obtained with good yields and excellent enantioselectivities. This journal is
Dehydrogenation of perfluoroalkyl ketones by using a recyclable oxoammonium salt
Hamlin, Trevor A.,Kelly, Christopher B.,Leadbeater, Nicholas E.
, p. 3658 - 3661 (2013/07/19)
A novel dehydrogenation reaction of perfluoroalkyl ketones by the oxoammonium salt 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (4-NHAc-TEMPO+BF4-, Bobbitt's salt, 1) is described. The reaction proceeds under mildly basic conditions and appears to be unique to perfluoroalkyl ketones. A proposed mechanism for this unusual transformation is given. The byproduct of the reaction, 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinyloxy (1a), can easily be recovered and used to regenerate the oxoammonium salt. The dehydrogenation of perfluoroalkyl ketones by using an oxoammonium salt is reported. The reaction proceeds under mildly basic conditions and affords α,β-unsaturated products in fair to excellent yields. The reaction likely proceeds through a two-step sequence. The spent oxidant can easily be recovered and used to regenerate the oxoammonium salt. Copyright
Dy(OTf)3/Pybox-catalyzed enantioselective Friedel-Crafts alkylation of indoles with α,β-unsaturated trifluoromethyl ketones
Sasaki, Shigeru,Yamauchi, Takayasu,Higashiyama, Kimio
supporting information; scheme or table, p. 2326 - 2328 (2010/06/13)
The first catalytic enantioselective Friedel-Crafts alkylation of indoles with α,β-unsaturated trifluoromethyl ketones has been accomplished. The reaction was achieved in the presence of the Dy(OTf)3/Pybox complex, producing the desired product
Reaction of α,β-unsaturated trifluoromethyl ketones with cyclic enamines
Nenajdenko, V. G.,Druzhinin, S. V.,Balenkova, E. S.
, p. 435 - 442 (2007/10/03)
The reactions of α,β-unsaturated trifluoromethyl ketones containing aromatic and heteroaromatic substituents with 1-morpholinocyclopentene, 1-morpholinocyclohexene, and 1-methyl-4-morpholino-1,2,5,6-tetrahydropyridine were studied. The reactions proceeded stereospecifically to give the corresponding bicyclo[3.2.1]octane, bicyclo[3.3.1]nonane, and azabicyclo[3.3.1]nonane derivatives.
Synthesis of αβ-unsaturated trifluoromethyl ketones from 4-Dimethylamino-1,1,1-trifluorobut-3-ene-2-one by addition of grignard reagents
Andrew, Rebecca J.,Mellor, John M.
, p. 7261 - 7266 (2007/10/03)
Enaminones are available by reaction of 4-ethoxy-1,1,1-trifluorobut-3-ene-2-one with amines such as dimethylamine and they react with Grignard reagents to give αβ-unsaturated trifluoromethyl ketones in good yield by 1,4-addition followed by elimination. The generality of this procedure is contrasted with reactions based either on the use of organolithium nucleophiles, or the use of 4-alkoxy-αβ-unsaturated trifluoromethyl ketones as electrophilic partners. (C) 2000 Elsevier Science Ltd.