4687-38-1Relevant academic research and scientific papers
Ambient-Light-Promoted Three-Component Annulation: Synthesis of Perfluoroalkylated Pyrimidines
Wang, Rui,Guan, Wei,Han, Zheng-Bo,Liang, Fushun,Suga, Takeo,Bi, Xihe,Nishide, Hiroyuki
, p. 2358 - 2361 (2017)
An ambient-light-promoted and metal-free three-component reaction of active methylene compounds, perfluoroalkyl iodides, and guanidines/amidines is reported. This constitutes a powerful method to prepare perfluoroalkylated pyrimidines with mild reaction conditions, broad substrate scope, excellent functional group tolerance, and simple operation. A radical/polar mechanism involving the formation of a halogen-bond adduct and radical cross-coupling is proposed.
Method of dehydrogenation self-coupling of 1,3-dicarbonyl compound with visible light catalysis
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Paragraph 0038; 0039; 0058-0113, (2018/09/13)
The invention discloses a method of dehydrogenation self-coupling of a 1,3-dicarbonyl compound with visible light catalysis. The method comprises the following steps of (1) dissolving a photocatalyst,a peroxide and the 1,3-dicarbonyl compound into a solve
Oxidative Coupling of 1,3-Dicarbonyl Compounds by Cerium(IV) Ammonium Nitrate
Song, Jianan,Zhang, Hao,Chen, Xianjun,Li, Xinsheng,Xu, Dongcheng
experimental part, p. 1847 - 1855 (2010/07/02)
A fast, mild, and highly efficient method for the intermolecular coupling of 1,3-dicarbonyl compounds using cerium ammonium nitrate in CH 3CN/CH3OH/H2O has been described. The procedure provided a convenient method for the synthesis of 1,4-diketone derivatives with excellent yields (up to 96%) and powerful evidence for the oxidation mechanism mediated by cerium ammonium nitrate. Copyright
Bromophilic substitution/carbophilic substitution cascade reactions of α,α-dibromo-2-methoxyacetophenone with C-, N- and O-nucleophiles
Tatar, Jovana,Markovi?, Rade,Stojanovi?, Milovan,Baranac-Stojanovi?, Marija
experimental part, p. 4851 - 4855 (2010/10/02)
α,α-Dibromo-2-methoxyacetophenone reacts, under mild reaction conditions, with C-, N- and O-nucleophiles via a bromophilic substitution/protonation/carbophilic substitution cascade process to afford α-monosubstituted-2-methoxyacetophenones in moderate to good yield. The only exception from this reaction pathway is the reaction with the anion derived from malononitrile in which 2-aroyl-1,1,3,3-tetracyanopropene is obtained.
Efficient selective formation of C-C single bonds and C=C double bonds by NBS-promoted oxidative coupling of β-keto esters
Wang, Zhiguo,Yin, Guodong,Chen, Aihua,Hu, Shengli,Wu, Anxin
, p. 4399 - 4405 (2008/03/14)
A new application of NBS, which results in the oxidative coupling of β-keto esters to selectively form C-C single and C=C double bonds, can be controlled by the amount of NBS and t-BuOK employed. This methodology adds a new entry to C-C single and C=C double-bond formation between active methylene groups under mild conditions with high selectivity. Copyright Taylor & Francis Group, LLC.
ELECTROCHEMICAL OXIDATIVE DIMERIZATION OF ACETOACETIC AND BENZOYLACETIC ESTERS IN THE PRESENCE OF METAL HALIDES
Elinson, M.N.,Lizunova, T.L.,Nikishin, G.I.
, p. 2213 - 2216 (2007/10/02)
Acetoacetic and benzoylacetic esters dimerize on electrolysis in the presence of metal halide mediators to form 2,5-dioxohexane-3,4-dicarboxylic and 1,4-dioxo-1,4-diphenylbutane-2,3-dicarboxylic esters in yields up to 90percent.Primarily the meso-form of the dimer is produced (up to 90percent) under optimal conditions (NaI, -20 deg C) in acetone and acetonitrile.Diastereomers of the dimer are produced in comparable amounts in methanol and ethanol.
Reaction of Triphenylphosphine Radical Cation with 1,3-Dicarbonyl Compounds: Electrochemical One-Step Preparation of Dioxomethylenetriphenylphosphoranes
Ohmori, Hidenobu,Maeda, Hatsuo,Tamaoka, Mie,Masui, Masaichiro
, p. 613 - 620 (2007/10/02)
Electrochemical oxidation of Ph3P (1) in MeCN in the presence of 1,3-dicarbonyl compounds, R1COCH2COR2 (3), with HClO4 as the supporting electrolyte resulted in the formation of the phosphonium salts, Ph3P+ -CH(COR1)COR2 ClO4- (4), provided that R1 and/or R2 is a phenyl group.On the other hand, electrolysis in CH2Cl2 with 2,6-lutidinium perchlorate gave the phosphoranes, Ph3P=C(COR1)COR2 (5), directly from 1 and 3 in fair to excellent yields: in this case, R1 or R2 need not necessarily be a phenyl group.Thus, the electrolysis is shown to be a convenient method to prepare 5 in a single step.Plausible processes for the formation of 4 and 5 are proposed, involving the reaction of electrochemically generated Ph3P+. with the enol form of 3 as the keystep.Keywords - triphenylphosphine; 1,3-dicarbonyl compound; dioxomethyltriphenylphosphonium perchlorate; dioxomethylenetriphenylphosphorane; electrochemical oxidation; constant current electrolysis
Synthesis and N.m.r. Spectra of 2,6- and 2,4-Diaryl-3,7-dioxabicyclooctanes
Pelter, Andrew,Ward, Robert S.,Watson, Derrick J.,Jack, Ibiba R.
, p. 183 - 190 (2007/10/02)
A series of isomeric 2,6- and 2,4-diaryl-3,7-dioxabicyclooctanes have been prepared via the corresponding threo, and erythro-dioxo-diesters.Comparison of their 1H and 13C n.m.r. spectra reveals small differences in chemical shifts and coupling constants which could be diagnostic in assigning structures to such compounds.The structure of 4-hydroxysesamin has been confirmed by direct correlation with sesamin.
