1613637-89-0Relevant academic research and scientific papers
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.
Transition metal-free C-F/C-Cl/C-C cleavage of ClCF2COONa for the synthesis of heterocycles
Yan, Yizhe,Cui, Chang,Wang, Jianyong,Li, Shaoqing,Tang, Lin,Liu, Yanqi
supporting information, p. 8071 - 8074 (2019/09/19)
A transition metal-free and external oxidant-free annulation of substrates having two nitrogen-nucleophilic sites with ClCF2COONa was demonstrated, affording a series of 1,3,5-triazines and quinazolinones in up to 96% yields. Notably, ClCF
A multi-substituted 1, 3, 5 - triazine (by machine translation)
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Paragraph 0103-0105, (2019/06/07)
The present invention discloses a multi-substituted 1, 3, 5 - triazine, in particular to in order to replace the carboxamidine hydrochloride as a reaction substrate, two fluorine chlorine sodium acetate as a carbon synthons, in the equivalent function of
Dichloromethane as C1 Building Block: Synthesis of 2,4-Disubstitued 1,3,5-Triazines via Copper-Catalyzed Aerobic C?H/C?Cl Cleavage
Yan, Yizhe,Cui, Chang,Wang, Jianyong,Li, Shaoqing,Liu, Yanqi
supporting information, p. 1166 - 1170 (2019/01/30)
A copper-catalyzed aerobic oxidative annulation of amidines with dichloromethane was first demonstrated. Using this novel approach, 16 examples of symmetrical 2,4-disubstitued 1,3,5-triazines and 7 examples of unsymmetrical ones were obtained with up to 82% yields. Moreover, a D-labeling experiment proved that dichloromethane was employed as the C1 building block and solvent. A primary kinetic isotope effect revealed that the C?H cleavage of dichloromethane might be a rate-determining step. This protocol provides a novel strategy for the synthesis of heterocycles. (Figure presented.).
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 novel straightforward synthesis of 2,4-disubstituted-1,3,5-triazines via aerobic copper-catalyzed cyclization of amidines with DMF
Xu, Xiaowen,Zhang, Min,Jiang, Huanfeng,Zheng, Jia,Li, Yiqun
supporting information, p. 3540 - 3543 (2014/07/21)
A novel straightforward synthesis of both symmetrical and unsymmetrical 2,4-disubstituted-1,3,5-triazines via aerobic copper-catalyzed cyclization of amidines with DMF as a one-carbon synthon has been developed. The presented method allows synthesizing the products that are currently inaccessible or challenging to prepare with the advantages of operational simplicity, broad substrate scope, and no need for prefunctionalized reagents, making it a highly practical approach to access various 2,4-disubstituted-1,3,5-triazines.
