1043-46-5Relevant academic research and scientific papers
Mechanistic insights into copper-catalyzed aerobic oxidative coupling of N-N bonds
Ryan, Michael C.,Kim, Yeon Jung,Gerken, James B.,Wang, Fei,Aristov, Michael M.,Martinelli, Joseph R.,Stahl, Shannon S.
, p. 1170 - 1175 (2020)
Catalytic N-N coupling is a valuable transformation for chemical synthesis and energy conversion. Here, mechanistic studies are presented for two related copper-catalyzed oxidative aerobic N-N coupling reactions, one involving the synthesis of a pharmaceu
TBHP/TBAI–Mediated simple and efficient synthesis of 3,5-disubstituted and 1,3,5-trisubstituted 1H-1,2,4-triazoles via oxidative decarbonylation of aromatic aldehydes and testing for antibacterial activities
Agisho, Habtamu Abebe,Esatu, Habdolo,Hairat, Suboot,Zaki, Mehvash
, (2020)
The author has developed a simple, efficient and eco–friendly convenient general method for synthesis of 3,5–disubstituted–1,2,4–triazoles and 1,3,5–trisubstituted–1,2,4–triazoles from 3–monosubstituted–1,2,4–triazoles and 1,3–disubstituted–1,2,4–triazoles respectively using tetrabutylammonium iodide (TBAI) as catalyst and TBHP as oxidant under mid reaction conditions. This method provides structurally diverse 3,5–disubstituted 1,2,4–triazoes and 1,3,5––trisubstituted–1,2,4–triazoles in good to excellent yields. 3,5–Disubstituted 1,2,4–triazoes and 1,3,5––trisubstituted–1,2,4–triazoles derivatives are biologically and pharmaceutically active molecules, and therefore, this protocol could be of wide applications in medicinal chemistry and organic chemistry.
An Electrochemical Way to Generate Amphiphiles from Hydrazones for the Synthesis of 1,2,4-Triazole Scaffold Cyclic Compounds
Li, Wangyu,Liang, Xiao,Pan, Yuanjiang,Wang, Dungai,Xiong, Mingteng,Zhu, Heping
, (2022/02/02)
An electro-oxidative cyclization pathway in which hydrazones are selected as starting materials to generate amphiphiles by reacting with benzylamines and benzamides was reported. This strategy successfully prepared a series of 1,2,4-triazoles in satisfact
Electrosynthesis of 1,3,5-trisubstituted 1,2,4-triazoles from phenylhydrazine, aldehydes and amines under mild conditions
Yuan, Ling,Yuan, Gao-Qing
, (2022/01/24)
A simple and convenient method for the electrosynthesis of 1,3,5-trisubstituted 1,2,4-triazoles with three components of phenylhydrazine, aldehydes and amines has been established. The electrolysis could be smoothly carried out at room temperature without additional strong oxidants and catalysts to afford the target product in good yields. This electrochemical route effectively extends synthetic field of 1,2,4-triazole derivatives.
An electrochemical multicomponent [3 + 1 + 1] annulations to synthesize polysubstituted 1,2,4-triazoles
Zhao, Zhiheng,He, Yonghui,Li, Ming,Xu, Jiazhe,Li, Xiangguang,Zhang, Lizhu,Gu, Lijun
supporting information, (2021/04/12)
An electrochemical multicomponent [3 + 1 + 1] annulation used for the synthesis of 1,3,5-trisubstituted 1,2,4-triazoles has been developed under transition-metal-, acid-, base- and external-oxidant-free conditions. In an undivided cell, a variety of hydrazones and aldehydes smoothly participate in this transformation to furnish a range of substituted 1,2,4-triazoles. The reaction constitutes a new transformation from hydrazones, aldehydes and NH4OAc into 1,2,4-triazoles, providing a unifying, simple and environmentally friendly approach to the currently available methods.
Method for preparing 1,3,5-trisubstituted-1,2,4-triazole derivative in one step
-
Paragraph 0023-0095, (2020/08/12)
The invention discloses a method for preparing a 1,3,5-trisubstituted-1,2,4-triazole derivative in one step, and belongs to the technical field of organic chemical synthesis. According to the method,a simple nitrile compound and a hydrazine compound are u
A practical base mediated synthesis of 1,2,4-triazoles enabled by a deamination annulation strategy
Zhang, Chunyan,Liang, Zuyu,Jia, Xiaofei,Wang, Maorong,Zhang, Guoying,Hu, Mao-Lin
supporting information, p. 14215 - 14218 (2020/11/24)
A rapid and efficient base mediated synthesis of 1,3,5-trisubstituted 1,2,4-triazoles has been developed using the annulation of nitriles with hydrazines, which can be expanded to a wide range of triazoles in good to excellent yields. Ammonia gas is liberated during the reaction, and halo and hetero functional groups as well as free hydroxyl and amino groups are tolerated in this transformation. A variety of alkyl and aryl-substituted nitriles can be functionalized with aromatic and aliphatic hydrazines employing this procedure. This finding provides a practical and useful strategy for the synthesis of various 15N-labeled 1,2,4-triazole derivatives, and two types of mGlu5 receptor pharmaceuticals can be easily assembled in a one-pot manner. This journal is
Synthesis of 1,2-dihydro-1,3,5-triazine derivativesviaCu(ii)-catalyzed C(sp3)-H activation ofN,N-dimethylethanolamine with amidines
Chen, Rener,Ma, Renchao,Ma, Yongmin,Wang, Lei,Wang, Zhiming,Yan, Min
, p. 10946 - 10949 (2020/10/02)
1,2-Dihydro-1,3,5-triazines and symmetrical 1,3,5-triazines were obtained in up to 81% yields from amidines andN,N-dimethylethanolamine catalyzed by CuCl2. The reaction involves three C-N bond formations during the oxidative annulation process
A Study of Boratriazaroles: An Underdeveloped Class of Heterocycles
Liew, Sean K.,Holownia, Aleksandra,Tilley, Andrew J.,Carrera, Elisa I.,Seferos, Dwight S.,Yudin, Andrei K.
, p. 10444 - 10453 (2016/11/17)
Boratriazaroles were discovered in the late 1960s, and since then, a variety of substituted boratriazarole derivatives have been prepared. However, no study has compared the properties of these BN heterocycles with their carbon-based analogues. In this work, we have prepared a series of boratriazarole derivatives and have investigated how structural variations in the five-member heterocycle affect photophysical and electronic properties. Boratriazaroles exhibit absorption and emission spectra comparable to those of their azacycle analogues but have a markedly lower quantum yield. The quantum yield can be increased with the incorporation of a 2-pyridyl substitution on the boratriazaroles, and the structural and optoelectronic properties are further influenced by the nature of the B-aryl substituent. Introducing an electron-deficient p-cyano group on the B-phenyl substituent creates a twisted intramolecular charge transfer state that causes a large Stokes shift and positive solvatochromism. Our work should serve to guide future synthetic efforts toward the application of boratriazaroles in materials science.
Direct Access to 1,3,5-Trisubstituted 1 H -1,2,4-Triazoles from N -Phenylbenzamidines via Copper-Catalyzed Diamination of Aryl Nitriles
Zhang, Lutao,Tang, Dong,Gao, Jing,Wang, Jing,Wu, Ping,Meng, Xu,Chen, Baohua
, p. 3924 - 3930 (2016/11/11)
A copper-catalyzed formation of C-N/N-N bonds using N-phenylbenzamidines with aryl nitriles has been developed and affords a route to 1,3,5-trisubstituted 1H-1,2,4-triazoles in moderate to excellent yields. The method is operationally simple and environme
