QD344 : Synthesis of new derivatives 1,2,3- Triazoles using homogeneous and heterogeneous catalysts
Thesis > Central Library of Shahrood University > Chemistry > PhD > 2019
Authors:
Ahmad Kakavand Ghalenoei [Author], Mohammad Bakherad[Supervisor], Ali Keivanloo[Advisor]
Abstarct: Heterocyclic compounds are widely dispersed in natural products. Among them, heterocycles bearing a triazole moiety have several applications in organocatalysts, medicines, and pesticides. In this work, 1,2,4-triazoles, and 1,2,3-triazoles were synthesized via copper catalyzed click reactions and carbon-carbon sonogashira coupling reactions. 1. 1,4-disubstituted 1,2,3-triazoles are prepared through the 1,3-dipolar cycloaddition of propargyl (alcohols/amines) and aryl azides in the presence of a mixture of Cu(OAc)2.H2O and sodium ascorbate as the catalyst. 2. The SBA-15-supported dithizone-copper(I) complex as a new heterogeneous catalyst is prepared for the first time. The catalyst prepared is characterized by the FT-IR spectroscopy, SEM, and ICP techniques. This reusable heterogeneous catalyst can be used in the click reactions for the green, and facile synthesis of 1,4-disubstituted 1,2,3-triazoles via a one-pot three-component reaction of benzyl chloride derivatives, terminal alkynes, and sodium azide in water at 60 °C. 3. The synthesis of 2-substituted thiazolo[3,2-b][1,2,4]triazoles is accomplished copper-free Pd-catalyzed Sonogashira reaction of 6-(iodomethyl)-2-methylthiazolo[3,2-b][1,2,4]triazole with terminal alkynes in good-to-high yields. The structures of all synthesized compounds were confirmed by the spectroscopic data.
Keywords:
#1 #2 #3-Triazole #Click reaction #Propargyl amine #Propargyl alcohol #palladium catalyst #1 #2 #4-Triazole #Sonogashira coupling #Terminal alkyne #Aryl iodide Link
Keeping place: Central Library of Shahrood University
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