16112-39-3Relevant academic research and scientific papers
Method for preparing 1,3,5-trisubstituted-1,2,4-triazole derivative in one step
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Paragraph 0026; 0096-0100, (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
Copper(II)-catalyzed aerobic oxidative synthesis of substituted 1,2,3- and 1,2,4-triazoles from bisarylhydrazones via C-H functionalization/C-C/N-N/C-N bonds formation
Guru, Murali Mohan,Punniyamurthy, Tharmalingam
, p. 5063 - 5073 (2012/07/16)
An unprecedented copper(II)-catalyzed aerobic oxidative synthesis of 2,4,5-triaryl-1,2,3-triazoles and 1,3,5-triaryl-1,2,4-triazoles from bisarylhydrazones as the common starting precursor has been achieved via cascade C-H functionalization/C-C/N-N/C-N bonds formation under mild reaction conditions. One of the enthralling outcomes of this strategy is the copper(II)-catalyzed room temperature C-H functionalization/C-N bond formation in presence of air, which has been accomplished during the synthesis of substituted 1,2,4-triazoles. This new class of compounds could give prospective luminescence as an iconic component in the area of pharmaceutical and biological sciences. The intermediates for both the processes have been isolated to elucidate the mechanistic scenario.
On the Reaction of Isocyanides with Nitrile Imines
Moderhack, Dietrich,Lorke, Michael,Ernst, Ludger,Schomburg, Dietmar
, p. 1633 - 1640 (2007/10/02)
Four competing reactions have been found to occur when nitrile imines 2 are generated from 1 in the presence of isocyanides 3.The products obtained include i) 1,2,3-triazolium salts 6, ii) 1,2,4-triazolium salts 8, iii) dihydrotriazolyl-substituted pyrazolamines 11, and iv) unstable 1,2-diazetimine derivatives 12 which in turn give carbodiimides 13, nitriles 14, quinoxalinamines 15, and possibly 1,2,4-triazoles 16 (after addition of 2).The proportions, in particular those of 6,8, and 11, depend on the reaction conditions; thus, triethylamine used in excess can oppress the formation of 6 in favour of 8 and 11. - The structure of 11 has been elucidated by means of X-ray diffraction analyses of 11a and c. - Key Words: Isocyanides / Nitrile imines / Triazolium salts / Pyrazoles / 1,2-Diazet-3-imines
