3599-62-0Relevant academic research and scientific papers
A novel fast-responsive fluorescent probe based on 1,3,5-triazine for endogenous H2S detection with large Stokes shift and its application in cell imaging
Zhang, Zhi-Hao,Li, Shaoqing,Yan, Yizhe,Qu, Jianbo,Wang, Jian-Yong
supporting information, p. 9756 - 9760 (2021/06/15)
A novel fast-responsive fluorescent probe TzAr-H2S was constructed to realize the imaging of endogenous H2S in living cells. This turn-on fluorescent probe TzAr-H2S can quickly (only 20 s) detect H2S with good selectivity, large Stokes shift (100 nm) and low cytotoxicity, which might provide a powerful tool for understanding the regulation mechanism of hydrogen sulfide in cells.
New Strategy for the Synthesis of Heterocycles via Copper-Catalyzed Oxidative Decarboxylative Amination of Glyoxylic Acid
Niu, Bin,Li, Shaoqing,Cui, Chang,Yan, Yizhe,Tang, Lin,Wang, Jianyong
supporting information, p. 7800 - 7803 (2019/11/28)
A copper-catalyzed oxidative decarboxylative amination of glyoxylic acid with substrates having two nitrogen-nucleophilic sites was first demonstrated. Using this novel approach, 1,3,5-triazines, quinazolinones and quinazolines were obtained in up to 93 % yields. Notably, glyoxylic acid was employed as the C1 synthon for heterocycles. This strategy enriches the application of glyoxylic acid for the synthesis of valuable heterocycles.
An I2-mediated aerobic oxidative annulation of amidines with tertiary amines: Via C-H amination/C-N cleavage for the synthesis of 2,4-disubstituted 1,3,5-triazines
Yan, Yizhe,Li, Zheng,Cui, Chang,Li, Hongyi,Shi, Miaomiao,Liu, Yanqi
supporting information, p. 2629 - 2633 (2018/04/27)
An iodine-mediated formal oxidative cycloaddition of amidines with tertiary amines was first demonstrated in air. Both symmetrical and unsymmetrical 2,4-disubstituted 1,3,5-triazines were obtained in up to 85% yields. It is noted that a tertiary amine was employed as a one carbon synthon of 1,3,5-triazines and two C-N bonds were formed in one pot. Control experiments revealed that the reaction underwent a radical pathway promoted by I+. The method is transition-metal-free, peroxide-free, and operationally simple to implement with a wide scope of substrates.
Alkyl Ether as a One-Carbon Synthon: Route to 2,4-Disubstituted 1,3,5-Triazines via C-H Amination/C-O Cleavage under Transition-Metal-Free Conditions
Yan, Yizhe,Li, Zheng,Li, Hongyi,Cui, Chang,Shi, Miaomiao,Liu, Yanqi
supporting information, p. 6228 - 6231 (2017/11/24)
A transition-metal-free oxidative formal [3 + 2 + 1] cycloaddition for the synthesis of symmetrical and unsymmetrical 2,4-disubstituted 1,3,5-triazines has been first demonstrated. The reaction is involved in a domino C-H amination of alkyl ethers with amidines, C-O cleavage, nucleophilic addition, condensation, and an oxidative aromatization process. Notably, two C-N bonds were constructed in one pot, and alkyl ethers were employed as a novel carbon source of 1,3,5-triazines. The preliminary mechanistic studies revealed the reaction underwent a radical pathway.
A 1, 3, 5 - triazine derivative synthesis method
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Paragraph 0085-0087, (2018/11/03)
The invention relates to a synthesis method of 1,3,5-triazine derivatives. The synthesis method comprises the steps of mixing amidine hydrochloride, alcohol, hydrated copper acetate and sodium carbonate, adding a solvent, reacting for 12 hours-24 hours in air at the temperature of 110 DEG C-120 DEG C to obtain a product, purifying the product, extracting, drying, concentrating and separating by virtue of column chromatography to obtain the 1,3,5-triazine derivatives. The synthesis method of the 1,3,5-triazine derivatives, which is disclosed by the invention has the advantages of low cost, available raw materials, high synthesis efficiency and wide application range and is suitable for reaction of a plurality of substrates.
Copper-Catalyzed Oxidative C(sp3)-H Functionalization for Facile Synthesis of 1,2,4-Triazoles and 1,3,5-Triazines from Amidines
Huang, Huawen,Guo, Wei,Wu, Wanqing,Li, Chao-Junx,Jiang, Huanfeng
supporting information, p. 2894 - 2897 (2015/06/30)
A facile and versatile catalytic system involving copper catalyst, K3PO4 as the base, and O2 as the oxidant has been developed to enable efficient synthesis of 2,4,6-trisubstituted and 2,6-disubstituted 1,3,5-triazines and
Synthesis of 1,3,5-triazines via Cu(OAc)2-catalyzed aerobic oxidative coupling of alcohols and amidine hydrochlorides
You, Qing,Wang, Fei,Wu, Chaoting,Shi, Tianchao,Min, Dewen,Chen, Huajun,Zhang, Wu
supporting information, p. 6723 - 6727 (2015/06/25)
Cu(OAc)2 was found to be an efficient catalyst for dehydrogenative synthesis of 1,3,5-triazine derivatives via oxidative coupling reaction of amidine hydrochlorides and alcohols in air. Both aromatic and aliphatic alcohols can be involved in the reaction and thirty-three products were obtained with good to excellent yields. Moreover, the use of a ligand, strong base and organic oxidant is unnecessary.
1,2-Dihydrotriazinyl-N-oxy free radicals
Brough, Peter,Gambarelli, Serge,Jacquot, Jean-Francois,Grand, Andre,Pecaut, Jacques,Rey, Paul
, p. 11250 - 11257 (2011/11/07)
Triazinyl-N-oxy free radicals, 2-methyl-2,4,6-triphenyl-1,2-dihydro-1,3,5- triazinyl-1-oxy (6 a), 2,2,4,6-tetraphenyl-1,2-dihydro-1,3,5-triazinyl-1-oxy (6 b), 2,2-dimethyl-4,6-diphenyl-1,2-dihydro-1,3,5-triazinyl-1-oxy (13), and 2,6-dimethyl-2,4-diphenyl-1,2-dihydro-1,3,5-triazinyl-1-oxy (14), in which the unpaired electron is delocalized over three nitrogen atoms, have been prepared and characterized. A method has been devised for introducing an N-oxide function into the triazinyl core. Then, by using a Grignard reagent, substitution α to the N-oxide group was achieved and the resulting 1,2-dihydrotriazine- N-oxide oxidized into the corresponding nitroxide. Solution EPR spectra exhibit hyperfine splitting that confirms spin delocalization over the three nitrogen atoms of the triazinyl ring. They also show that spin delocalization diminishes with increasing distance for the coupling and is largest for nitrogen N1 and weakest for N5. Free radicals 6 a and 13 are stable in the solid state and have been characterized by X-ray diffraction, but they tend to gradually degrade in solution. In the solid state, these two free radicals are arranged into antiferromagnetically exchange-coupled pairs, J=-5.2(6) for 6 a and -3.7(4) cm-1 for 13 (H=-2 JS1S2). Copyright
New transformations of the reaction product of 4-(dichloromethylene)-2- phenyl-1,3-oxazol-5(4H)-one with triphenylphosphine
Brovarets,Golovenko,Sviripa,Zyuz',Chernega,Drach
, p. 1328 - 1334 (2007/10/03)
Consecutive treatment of the available 4-(dichloromethylene)-4-phenyl-1,3- oxazol-5(4H)-one with triphenylphosphine, water, and triethylamine gives a stabilized ylide Ph3P=CHCONHCOPh. Its structure was proved by X-ray diffraction. The ylide rea
