33063-35-3Relevant academic research and scientific papers
Solvent-free reaction of 1,2,4-triazine-5-carbonitriles with 4-(cyclohex-1-en-1-yl)morpholine. Unexpected decyanation in addition to classical aza-Diels–Alder reaction
Kopchuk,Khasanov,Chepchugov,Kovalev,Zyryanov,Rusinov,Chupakhin
, (2017)
The reaction of 1,2,4-triazine-5-carbonitriles with 4-(cyclohex-1-en-1-yl)morpholine under solventfree conditions has been found to follow two pathways: aza-Diels–Alder reaction and unexpected decyanation of the initial nitriles. The scope of the revealed
Coumarin-pyridine push-pull fluorophores: Synthesis and photophysical studies
Chupakhin, Oleg N.,Fatykhov, Ramil F.,Khalymbadzha, Igor A.,Kopchuk, Dmitry S.,Nikonov, Igor L.,Savchuk, Maria I.,Sharapov, Ainur D.,Shtaitz, Yaroslav K.,Starnovskaya, Ekaterina S.,Zyryanov, Grigory V.
supporting information, (2021/11/11)
A series of coumarin-pyridine-based push-pull fluorophores were prepared starting from 1,2,4-triazines by using direct C-H functionalization (SNH-reaction)–Diels-Alder–retro Diels-Alder domino reaction sequence. This efficient synthetic strategy allowed to obtain a series of 19 coumarin-pyridine fluorophores. Their photophysical properties were studied. While pyridine-substituted derivatives of 4-alkylcoumarins may be considered as alternative to coumarin dyes characterized by emission maxima mainly in a visible region with wavelengths of 402–415 nm, absorption in the UV range at 210–307 nm, and good photoluminescence quantum yields of 6–19%, all the derivatives of 4-phenylcoumarin did not exhibit any noticeable fluorescence. More detailed photophysical studies were carried out for two the most representative derivatives of 4-alkyl-coumarin-pyridines to demonstrate their positive solvatochromism, and the collected data were analyzed by using Lippert-Mataga equation, as well as Kosower and Dimroth/Reichardt scales. The obtained results demonstrate that the combining two chromophore systems, such as 2,5-diarylpyridine and coumarin ones, is promising in terms of improving the photophysical properties of the new coumarin-pyridine hybrid compounds.
Aza-naphthalene derivative, synthesis method and electronic device thereof
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Paragraph 0122-0126, (2020/08/29)
The invention relates to the technical field of organic photoelectric materials. The present invention relates to an aza-naphthalene derivative, a synthesis method thereof, and an electronic device containing the aza-naphthalene derivative. The aza-naphthalene derivative is represented by a general formula (1), wherein L1 to L3 each independently represents one or more of a single bond, a carbonylgroup, an aromatic hydrocarbon group having 6 to 18 carbon atoms, and an aromatic heterocyclic group having 5 to 18 carbon atoms. According to the aza-naphthalene derivative disclosed by the invention, an aza-naphthalene rigid structure is introduced, so that the obtained aza-naphthalene derivative is excellent in film-forming property and thermal stability, and can be used for preparing an organic light-emitting device, an organic field effect transistor and an organic solar cell. In addition, the aza-naphthalene derivative can be used as a constituent material of a hole injection layer, a hole transport layer, a light emitting layer, an electron blocking layer, a hole blocking layer or an electron transport layer, and can reduce the driving voltage, improve the efficiency, improve the brightness, prolong the service life and the like.
Oxidative Dehydrogenative [3+3] Annulation of Benzylhydrazines with Aziridines Leading to Tetrahydrotriazines
Li, Haitao,Liang, Jia,Huo, Congde
, p. 878 - 882 (2019/07/18)
Oxidative dehydrogenative [3+3] annulation of benzylhydrazines with N-sulfonylaziridines is described. A series of complex tetrahydro-1,2,4-triazines were produced under mild reaction conditions.
Preparation method of phenyl triazine compound and preparation method of phenyl pyridine compound
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Paragraph 0104; 0105, (2018/10/19)
The invention relates to the technical field of compound synthesis, in particular to a preparation method of phenyl triazine compound and preparation method of the phenyl pyridine compound, the preparation method of phenyl triazine compound and preparation method of phenyl pyridine compound takes the compound having the structure represented by the formula (I), the compound having the structure represented by the formula (II), organic protic acid, the ammonium salt and the first organic solvent to undergo nucleophilic addition reaction and ring reaction to prepare the phenyl triazine compoundwith the structure shown by the formula (III), no noble metal catalyst is needed in the reaction, the reaction yield and the purity are higher, and then carries out inverse Diels-Alder reaction with the phenyl triazine compound prepared by the above method with the structure shown in the formula (III), the norbornene diene and the second organic solvent to obtain the phenyl pyridine compound withthe structure represented by the formula (VI), wherein no noble metal catalyst is needed in the reaction, the reaction yield and purity are both high. Besides, the preparation method provided is concise in route, good in process controllability, low in cost and easy for industrial production.
One-Pot Acid-Catalyzed Ring-Opening/Cyclization/Oxidation of Aziridines with N-Tosylhydrazones: Access to 1,2,4-Triazines
Crespin, Lorène,Biancalana, Lorenzo,Morack, Tobias,Blakemore, David C.,Ley, Steven V.
supporting information, p. 1084 - 1087 (2017/03/15)
A new, three-step, telescoped reaction sequence for the regioselective conversion of N-tosyl hydrazones and aziridines to 3,6-disubstituted and 3,5,6-trisubstituted 1,2,4-triazines is described. The process involves an efficient nucleophilic ring opening of the aziridine, giving access to a wide range of aminohydrazones, isolated with excellent yields. A “one-pot” procedure, combining the ring opening with a cyclization and an oxidation step, allows the preparation of diversified triazines in good yields.
Unexpected O-H Insertion of Rhodium-Azavinylcarbenes with N-Acylhydrazones: Divergent Synthesis of 3,6-Disubstituted- and 3,5,6-Trisubstituted-1,2,4-Triazines
Meng, Jiang,Wen, Min,Zhang, Shiwei,Pan, Peiwen,Yu, Xingxin,Deng, Wei-Ping
, p. 1676 - 1687 (2017/02/10)
A practical and efficient method for divergent synthesis of 3,6-disubstituted- and 3,5,6-trisubstituted-1,2,4-triazines via unexpected rhodium-catalyzed O-H insertion/rearrangement/conditions-controlled intramolecular cyclization and oxidation reaction under mild conditions has been developed. Notably, it is the first example for the synthesis of 1,2,4-triazines with different substituted-patterns via a common intermediate with excellent chemoselectivities by the reaction of N-acylhydrazones as aze-[3C] or [4C] synthons with N-sulfonyl-1,2,3-triazoles as aze-[2C] synthons. Furthermore, this method allows direct access to di(het)aryl ketone frameworks containing 1,2,4-triazine moiety for the first time, serving as a versatile building block for the synthesis of other useful heterocyclic skeletons, such as pyridine or pyridazinone-fused triazine in excellent yields.
Synthesis of 6-Substituted 3,5-diaryl-1,2,4-triazines as Potential Herbicidal Agents
Konno, Shoetsu,Osawa, Noriko,Yamanaka, Hiroshi,Sanemitsu, Yuzuru,Kawamura, Shinichi,Sakaki, Masaharu
, p. 838 - 842 (2007/10/02)
A variety of 6-substituted 3,5-diaryl-1,2,4-triazines were synthesized.These diaryltriazines, which incorporate a triazine nucleus substituted by two aryl moietes, comprise a new class of bleaching herbicides.The structure-activity relationships were prov
Studies on as-Triazine Derivatives. XII. Synthesis of Alkenyl-1,2,4-triazine Derivatives
Konno, Shoetsu,Sagi, Mataichi,Takaharu, Etsuko,Fujimura, Satoshi,Hayashi, Kazuhiko,Yamanaka, Hiroshi
, p. 1721 - 1726 (2007/10/02)
3-Methyl-5,6-diphenyl-1,2,4-triazine (1) was treated with chlorine to give 3-trichloromethyl-5,6-diphenyl-1,2,4-triazine (2) as a sole product.On treatment with an excess (4.5 mol eq) of triphenylphosphine, 2 was transformed into α-(5,6-diphenyl-1,2,4-tri
DARSTELLUNG UND REAKTIONEN VON 4H- UND 3H-AZEPINEN
Goeckel,Hartmannsgruber,Steigel,Sauer
, p. 595 - 598 (2007/10/02)
4H-Azepine sind durch (4+2)-Cycloadditionsreaktionen von 1.2.4-Triazinen mit Cyclopropenen zugaenglich und lassen sich durch Basen in die 3H-Isomeren ueberfuehren; die Bestrahlung liefert Azabicycloheptadiene.
