33063-19-3Relevant academic research and scientific papers
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.
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
