14277-91-9Relevant academic research and scientific papers
Reactions of zirconocene butadiyne or monoyne complexes with nitriles: Straightfoward synthesis of functionalized pyrimidines
You, Xu,Yu, Shasha,Liu, Yuanhong
, p. 5273 - 5276 (2013)
Zirconium-mediated multicomponent reactions of silyl-butadiynes with two molecules of aryl nitriles are described, which provide rapid access to polysubstituted pyrimidines in a regioselective manner and in one pot. Employing aliphatic nitriles results in coupling of only one nitrile, leading to the formation of enynyl ketones after hydrolysis. A zirconocene monoyne complex undergoes similar reactions with nitriles to form highly substituted pyrimidines.
Electrophilic Activation of Amides for the Preparation of Polysubstituted Pyrimidines
Stopka, Tobias,Adler, Pauline,Hagn, Gerhard,Zhang, Haoqi,Tona, Veronica,Maulide, Nuno
supporting information, p. 194 - 202 (2019/01/04)
In this article we describe the straightforward synthesis of polysubstituted pyrimidines by electrophilic activation of secondary amides in the presence of alkynes. An unusual mechanistic detour leading to pyridine derivatives as products is also presente
Tetraphenylpyrimidine-based AIEgens: Facile preparation, theoretical investigation and practical application
Liu, Junkai,Pan, Lingxiang,Peng, Qian,Qin, Anjun
, (2017/11/07)
Aggregation-induced emission (AIE) has become a hot research area and tremendous amounts of AIE-active luminogens (AIEgens) have been generated. To further promote the development of AIE, new AIEgens are highly desirable. Herein, new AIEgens based on tetraphenylpyrimidine (TPPM) are rationally designed according to the AIE mechanism of restriction of intramolecular motion, and facilely prepared under mild reaction conditions. The photophysical property of the generated TPPM, TPPM-4M and TPPM-4P are systematically investigated and the results show that they feature the aggregation-enhanced emission (AEE) characteristics. Theoretical study shows the high-frequency bending vibrations in the central pyrimidine ring of TPPM derivatives dominate the nonradiative decay channels. Thanks to theAEE feature, their aggregates can be used to detect explosives with super-amplification quenching effects, and the sensing ability is higher than typical AIE-active tetraphenylethene. It is anticipated that TPPM derivatives could serve as a new type of widely used AIEgen based on their facile preparation and good thermo-, photo- and chemostabilities.
Synthesis of aryl-substituted pyrimidines by site-selective Suzuki-Miyura cross-coupling reactions of 2,4,5,6-tetrachloro-pyrimidine
Hussain, Munawar,Thai Hung, Nguyen,Ahmad Khera, Rasheed,Malik, Imran,Saber Zinad, Dhafer,Langer, Peter
experimental part, p. 1429 - 1433 (2010/08/20)
Suzuki-Miyaura reactions of 2,4,5,6-tetrachloropyrimidine allow a convenient synthesis of mono-, di-, tri- and tetraarylpyrimidines which are not readily available by other methods. All reactions proceed with excellent site-selectivity.
A New and Convenient Synthesis of Alkyl and Aryl Pyrimidines
Martinez, A. Garcia,Herrera, A.,Martinez, R.,Teso, E.,Garcia, A.,et al.
, p. 1237 - 1241 (2007/10/02)
Vinyl triflates 1, which are obtained easily from the corresponding ketones, react in an excess of pure nitrile (80 deg C/20 hours) to form tri- and tetra-substituted alkyl and arylpyrimidines 4 and 5 in good yields (45-87percent).An isomeric mixture of p
A SIMPLE DIRECT APPROACH TO 1-SUBSTITUTED 3-ARYLISOQUINOLINES FROM DEOXYBENZOINS AND NITRILES
Garcia, Alberto,Lete, Esther,Villa, M. Jesus,Dominguez, Esther,Badia, M. Dolores
, p. 6681 - 6686 (2007/10/02)
A new one-pot synthesis of 3-arylisoquinolines was accomplished by reaction of deoxybenzoins with an excess of nitriles and phosphorus pentoxide at room temperature.The usefulness of this synthesis was demonstrated by the facile preparation of 1-alkyl, 1-
Oxidation of 2,4-dinitrobenzenesulphenamide in the Presenco of 2,3,4,5-Tetraphenylpyrrole.
Atkinson, Robert S.,Judkins, Brian D.,Russell, David R.,Sherry, Leslie, J. S.
, p. 1967 - 1970 (2007/10/02)
Oxidation of the title sulphenamide (1) with lead tetra-acetate in the presence of 2,3,4,5-tetraphenylpyrrole gave 2,4,5,6-tetraphenylpyrimidine (3) and 2-(2,4-dinitrophenylthioamino)-2,3,4,5-tetraphenyl-2-H-pyrrole (7) as major products.The structure of
PYRIDINES, PARTIE X - SYNTHESE DE PYRIDYL- ET QUINOLYLENAMIDINES PAR CONDENSATION ENTRE COMPOSES ORGANOLITHIENS ET BENZONITRILE. NOVEAUX INTERMEDIAIRES POUR REACTIONS D'HETEROCYCLISATION
Compagnon, Paul-Luis,Gasquez, Francoise,Compagnon, Odette,Kimny, Tan
, p. 931 - 946 (2007/10/02)
A series of methylpyridyl- and (methyl)quinolylphenylvinylbenzamidines has been synthesized by condensation of organopolylithium compounds derived from polymethylpyridines and quinolines with benzonitrile.In diethyl ether, besides the enamidines, the reaction gives enolizable ketones.Triphenylimidazole, triphenyl-s-triazine and triphenylpyrimidine are isolated in the case of benzylmagnesium chloride.Possible routes leading to the various products are suggested.In diethyl ether, the conditions wich give the enamidine derivatives in useful yields have been established.In liquid ammonia, on the contrary, no polycondensed products were isolated.The intermediate enamine and enamidine anions are trapped in diethyl ether by acetylation of the reaction mixture before hydrolysis.With benzoyl or acetyl chloride, ethyl chloroformate, various C- and N-acylated products (enolizable β-diketones, enamides, acylenamides, N-acylenamidines) and their cyclization products (pyrimidines) are obtained.The latter are also prepared from the isolated enamidines and benzoyl chlorides.
CHLOROAZIRINES - CONVERSION TO AZACYCLOPROPENIUM CATIONS AZIDOAZIRINES AND BIAZIRINES
Gallagher, T. C.,Storr, R. C.
, p. 2905 - 2908 (2007/10/02)
Chloroazirines ionise readily but the derived azacyclopropenium ions cannot be observed directly; attempted conversion to biazirines gives the pyrazine and pyrimidine and reaction with azide ion leads to alkynes and nitriles via labile azidoazirines.
