Author:
Pokhodylo Nazariy,Savka Roman,Obushak Mykola
Abstract
The new fully substituted (1H-1,2,3-triazol-4-yl)acetic acids were synthesized from available precursors (1H-1,2,3-triazol-4-yl)ethanones and 1Н-1,2,3-triazole-4-carboxylic acids, which are easily prepared by the Dimroth reaction from azides and 1,3-dicarbonyl compounds. The practical methods of homologization (the Arndt–Eistert reaction and homologization as a result of nucleophilic substitution by cyanide anion) and the Willgerodt-Kindler reaction were compared. The Willgerodt-Kindler method starting from (5-methyl-1H-1,2,3-triazol-4-yl)ethanones was selected as the most convenient method for the synthesis of 2-(1-aryl-5-methyl-1H-1,2,3-triazol-4-yl)acetic acids, which are promising building blocks for drug discovery. Additionally, (1H-1,2,3-triazol-4-yl)ethanones were studied for the synthesis of alcohols, amines and in the Johnson–Corey–Chaykovsky reaction.
Cited by
6 articles.
订阅此论文施引文献
订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献
1. 4-(Benzo[d]thiazol-2-yl)-1-(2-nitrophenyl)-1H-1,2,3-triazol-5-amine;Molbank;2022-06-30
2. Exciplex-Forming Systems of Physically Mixed and Covalently Bonded Benzoyl-1H-1,2,3-Triazole and Carbazole Moieties for Solution-Processed White OLEDs;The Journal of Organic Chemistry;2022-03-04
3. Metal-Free Synthesis of 1,5-Disubstituted 1,2,3-Triazoles;Russian Journal of Organic Chemistry;2022-02
4. Synthesis of 1H-1,2,3-triazole-4-carbonitriles as building blocks for promising 2-(triazol-4-yl)-thieno[2,3-d]pyrimidine drug candidates;Synthetic Communications;2021-08-27
5. Synthesis of 1,2,3-Triazole Derivatives by Cyclocondensation of Alkyl Azides with Active Methylene Ketones in the System K2CO3/DMSO;Russian Journal of Organic Chemistry;2021-06