612-71-5Relevant articles and documents
Efficient conversion of acetophenones into 1,3,5-triarylbenzenes catalyzed by bismuth(III) trifluoromethanesulfonate tetrahydrate
Ono, Fumiaki,Ishikura, Yuichi,Tada, Yuusuke,Endo, Masato,Sato, Tsuneo
, p. 2365 - 2367 (2008)
Bismuth(III) trifluoromethanesulfonate tetrahydrate is found to efficiently catalyze the cyclotrimerization of acetophenones into 1,3,5-triarylbenzenes in good yields. Georg Thieme Verlag Stuttgart.
Thionyl chloride-catalyzed preparation of microporous organic polymers through aldol condensation
Zhao, Yan-Chao,Zhou, Ding,Chen, Qi,Zhang, Xin-Jian,Bian, Ning,Qi, Ai-Di,Han, Bao-Hang
, p. 6382 - 6388 (2011)
We demonstrated the synthesis of five kinds of microporous organic polymers based on aldol self-condensation of di- and multiacetyl-containing building blocks catalyzed by thionyl chloride. The α,β-unsaturated ketone (dimerization) and 1,3,5-trisubstitute
Efficient one-step synthesis of C 3-symmetrical benzenoid compounds mediated by SOCl 2/EtOH
Zhao, Sanhu,Kang, Lina,Ge, Haixia,Yang, Feifei,Wang, Chenlu,Li, Chang,Wang, Qiang,Zhao, Minggen
, p. 3569 - 3578 (2012)
An efficient one-step synthesis of branched functionalized benzenoid compounds from aryl methyl ketones mediated by SOCl2/EtOH is described; some novel C 3-symmetrical molecules were prepared with satisfactory yields. The method enjo
Independent electrocyclization and oxidative chain cleavage along the backbone of cis-poly(phenylacetylene)
Percec, Virgil,Rudick, Jonathan G.
, p. 7241 - 7250 (2005)
cis-Poly(phenylacetylene) (PPA) and cis-poly(pentadeuteriophenylacetylene) (PPA-d5) undergo similar thermally induced transformations in bulk and solution. The structures identified in thermally treated samples include cis - trans isomerization of the backbone, cyclohexadiene repeat units in the main chain, and extruded 1,3,5-triphenylbenzene (1,3,5-C6H 3Ph3). Among these structures, cyclohexadiene sequences along the backbone formed by intramolecular cyclization are the principal products in all solvents regardless of temperature and the presence or absence of ambient light or O2. We propose that cyclohexadiene structures form via 6π electrocyclization of triene sequences and, therefore, are an unavoidable consequence of cis-alkene units of the polyene backbone. Concurrent with cyclization, decrease of molecular weight and increase of molecular weight distribution are observed. Traces of acid lead to a dramatic increase in cyclization. Extrusion of 1,3,5-C6H3Ph3 results from cyclohexadiene repeat units and is slower than electrocyclization, even in the presence of acid, light, or O2. In the presence of ambient light, O2 accelerates the rate of cyclization and extrusion of 1,3,5-C6H3Ph3, the decrease of molecular weight, and the formation of carbonyl-containing products detected in a 5:1 molar ratio to extruded 1,3,5-C6H3Ph3. Under these conditions, the most dramatic changes in molecular weight and molecular weight distribution are observed.
Simple and convenient synthesis of 1,3,5-triarylbenzenes from ketones
Hu, Anan,Zhang, Anjiang,Ding, Lisheng,Lei, Xinxiang,Zhang, Lixue
, p. 720 - 721 (2007)
A new and efficient synthesis of a series of 1,3,5-triarylbenzenes was accomplished in good yields via the triple condensation of aryl methyl ketones promoted by thionyl chloride in anhydrous ethanol. The method is simple and convenient.
OLIGOMERISATION OF PHENYL ACETYLENE OVER TITANIUM OXIDE SUPPORTED ON SILICA - ALUMINA CATALYST
Kumar, V. G.,Shoba, T. S.,Rao, K. V. C.
, p. 6245 - 6248 (1985)
Titanium oxide on silica-alumina support is found to be effective for oligomerisation of phenyl acetylene.Cyclic trimerisation of the acetylene leading to trisubstituted benzene was also found to occur during the oligomerisation, in addition of the formation of small quantities of a ketone by the reaction of phenyl acetylene with moisture over the catalyst surface.
Fabrication of palladium nanoparticles as effective catalysts by using supramolecular gels
Zhang, Wei,Xie, Zhi-Gang
, p. 77 - 80 (2016)
Two-component supramolecular gels were made through self-assembly of tetrazolyl derivatives and Pd(OAc)2. The robust gels indicated high storage modulus (>10,000 Pa) and loss modulus, which were studied by rheological measurements. The formed P
SRN1 and stille reactions: A new synthetic strategy
Corsico, Eduardo F.,Rossi, Roberto A.
, p. 431 - 432 (2000)
The photostimulated reaction of Me3Sn- ion with mono, di and trichloro arenes in liquid ammonia gave very good yields of stannanes by the SRN1 mechanism. These products reacted by a palladium-catalized cross coupling reaction with halobenzenes to give phenylated products also in very goods yields. Similar yields can be obtained in one-pot reactions.
Korshak et al.
, (1973)
Effect of phosphonium ionic liquid/Pd ratio on the catalytic activity of palladium nanoparticles in Suzuki cross-coupling reaction
Arkhipova, D.,Ermolaev, V.,Gaynanova, G.,Hey-Hawkins, E.,Miluykov, V.,Oeckler, O.,Wagner, G.,Zakharova, L.
, (2020)
Phosphonium salts were synthesized and used as support for palladium nanoparticles. It was demonstrated that the catalytic behavior of palladium nanoparticles in Suzuki cross-coupling reaction is determined by the ratio of the phosphonium ionic liquid to
Solvent-dependent metal-free chemoselective synthesis of benzimidazoles and 1,3,5-triarylbenzenes from 2-amino anilines and aryl alkyl ketones catalyzed by I2
Ding, Yuxin,Ma, Renchao,Ma, Yongmin
supporting information, (2021/04/09)
A solvent-dependent I2-catalyzed chemoselective reaction was developed for the synthesis of benzimidazoles and 1,3,5-triarylbenzenes via the annulation of 2-amino anilines and aryl alkyl ketones or the cyclization of aryl alkyl ketones, respectively. With 1,4-dioxane as the solvent, sequential C[sbnd]N bond formation followed by C(CO)-C(CH3) bond cleavage leads to the formation of benzimidazoles in a highly selective manner while aldol-type self-condensation of aryl alkyl ketones predominates using PhNO2 or PhCl as the solvent to afford 1,3,5-triarylbenzenes.
Synthesis method of 1,3,5-trisubstituted aryl compound
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Paragraph 0024-0035; 0063-0066, (2021/08/06)
The invention belongs to the field of organic synthesis, and particularly relates to a synthesis method of a 1,3,5-trisubstituted aryl compound. The method is carried out according to a process route as described in a formula (III). In the formula (III), R, R and R are any substituent group, X is C-R, and R is H or any other substituent group. The invention provides the novel method for synthesizing the 1,3,5-trisubstituted aryl compound. The large-scale production and application of the 1,3,5-trisubstituted aryl compound are greatly promoted.
