73172-23-3Relevant academic research and scientific papers
Reaction of Push-Pull Enaminoketones and in Situ Generated ortho-Quinone Methides: Synthesis of 3-Acyl-4H-chromenes and 2-Acyl-1H-benzo[f]chromenes as Precursors for Hydroxybenzylated Heterocycles
Lukashenko, Anton V.,Osyanin, Vitaly A.,Osipov, Dmitry V.,Klimochkin, Yuri N.
, p. 1517 - 1528 (2017/02/10)
A simple and efficient method for the synthesis of 4H-chromenes and 1H-benzo[f]chromenes containing a trifluoroacetyl or aroyl group in the pyran ring from o-quinone methide precursors and push-pull enaminoketones has been developed. The chromenes are presumably formed through an initial oxa-Diels-Alder reaction, followed by an elimination of amine. The possibility of further transformations of given chromenes to o-hydroxybenzylated pyrazoles, isoxazoles, and pyridines has been demonstrated.
Metal-free synthesis of 1,3,5-trisubstituted benzenes by the cyclotrimerization of enaminones or alkynes in water
Wan, Jie-Ping,Lin, Yunfang,Hu, Kaikai,Liu, Yunyun
, p. 20499 - 20505 (2014/06/09)
The cyclotrimerization reactions of enaminones and electron deficient terminal alkynes have been efficiently performed in water in the presence of only a small amount of lactic acid. The reactions led to the green synthesis of a variety of 1,3,5-triacylbenzenes without using any metal as catalyst. Brief investigation on different elaboration of the triacylbenzene product demonstrated the versatile synthetic application of these 1,3,5-triacylbenzenes. This journal is the Partner Organisations 2014.
Liquid cyanate esters
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Page/Page column 4, (2013/09/12)
A method for making liquid cyanate esters and liquid cyanate esters. Embodiments of the invention address the problems with solid cyanate esters by creating new cyanate ester structures that are liquid at room temperature. These liquid cyanate esters may be useful for the typical composite fabrication methods including, but not limited to, infusion molding, prepeg consolidation, resin and vacuum transfer molding.
Facile synthesis of 1,3,5-triaroylbenzenes by direct cyclotrimerization of ketone enolates
Liu, Feng-Shou,Liu, Xue-Hong,Ye, Kang-Zhi,Shen, Dong-Sheng
, p. 1640 - 1645 (2013/05/22)
Based on the improvement of the synthesis of 1,3,5-triaroylbenzenes, a convenient acid catalytic strategy was carried out and a series of 1,3,5-triaroylbenzenes were synthesized. The reaction temperature effect was investigated, and a mechanism of the cyclotrimerization has been proposed. Copyright Taylor & Francis Group, LLC.
Polycyanurate networks with enhanced segmental flexibility and outstanding thermochemical stability
Guenthner, Andrew J.,Davis, Matthew C.,Ford, Michael D.,Reams, Josiah T.,Groshens, Thomas J.,Baldwin, Lawrence C.,Lubin, Lisa M.,Mabry, Joseph M.
, p. 9707 - 9718 (2013/03/13)
The synthesis and physical properties of cyanurate networks formed from two new tricyanate monomers, 1,3,5-tris[(4-cyanatophenylmethyl]benzene and 3,5-bis[(4-cyanatophenylmethyl)]phenylcyanate, are reported and compared to those of 1,1,1-tris[(4-cyanatoph
A new room-temperature liquid, high-performance tricyanate ester
Cambrea, Lee R.,Davis, Matthew C.,Groshens, Thomas J.,Guenthner, Andrew J.,Lamison, Kevin R.,Mabry, Joseph M.
experimental part, p. 4547 - 4554 (2011/12/02)
A new tricyanate ester monomer of a tris(4-hydroxyphenyl)benzene derivative was synthesized in 6-steps with a 63% overall yield. The geminal substitution of phenyl rings on ethane, in addition to the creation of a racemic/ diastereomeric mixture, resulted in a liquid monomer whereas compounds with similar structure and symmetry have melting points typically over 100 °C. Key properties of the polycyanurate, such as the glass transition temperature and moisture resistance, were positively influenced by the higher crosslink density provided by the monomer.
Efficient catalyst-free bi- and triaroylation of aromatic rings in a single step
Lo Fiego, Marcos J.,Badajoz, Mercedes A.,Silbestri, Gustavo F.,Lockhart, Maria T.,Chopa, Alicia B.
supporting information; scheme or table, p. 9184 - 9187 (2009/04/11)
(Chemical Equation Presented) The exceptional leaving group ability of the trimethylstannyl group in electrophilic aromatic substitutions makes possible the synthesis, in a single step, of bi- and triaroylarenes through the catalyst-free, regioselective reaction of bi- and tristannylarenes with different aroyl halides in o-dichlorobenzene as solvent. Specific di- and triketones are obtained in good to excellent yields (45-83%).
A new organocatalytic process of cyclotrimerization of acetylenic ketones mediated by 2,4-pentanedione
Zhou, Qing-Fa,Yang, Fei,Guo, Qing-Xiang,Xue, Song
, p. 215 - 218 (2007/10/03)
A new organocatalytic process of cyclotrimerization of the aliphatic and aromatic acetylenic ketones was developed. The reaction catalyzed by DMAP in the presence of 2,4-pentanedione gave 1,3,5-trisubstituted benzenes in almost quantitative yields under very mild conditions. 2,4-Pentanedione was used as a co-catalyst to promote the reaction efficiently, particularly for aliphatic acetylenic ketones. Georg Thieme Verlag Stuttgart.
Enaminones in heterocyclic synthesis: A new regioselective synthesis of 2,3,6-trisubstituted pyridines, 6-substituted-3-aroylpyridines and 1,3,5-triaroylbenzenes
Al-Saleh, Balkis,Abdelkhalik, Mervat Mohammed,Eltoukhy, Afaf Mohammed,Elnagdi, Mohammed Hilmy
, p. 1035 - 1038 (2007/10/03)
1-Substituted-3-dimethylaminopropenones 1a-d reacted with acetylacetone and with ethyl acetoacetate to yield regioselectively 2,3,6-trisubstituted pyridines. Refluxing 1a-d in acetic acid/ammonium acetate resulted in the formation of 6-substituted-3-aroylpyridines, whereas refluxing in acetic acid alone afforded 1,3,5-triaroylbenzene.
Structural characterization of crystalline inclusion complexes formed from 1,3,5-triaroylbenzene derivatives - A new family of inclusion hosts
Pigge, F. Christopher,Ghasedi, Fatemeh,Zheng, Zhanmiao,Rath, Nigam P.,Nichols, Gary,Chickos, James S.
, p. 2458 - 2464 (2007/10/03)
A series of crystalline inclusion complexes formed from substituted 1,3,5-triaroylbenzene hosts and small molecule guests has been structurally characterized by X-ray crystallography. The new inclusion hosts examined do not possess functional groups capab
