QD355 : The synthesis of new heterocyclic derivatives using palladium catalysts and synthesis of heterogenous catalyst and its application in click reaction
Thesis > Central Library of Shahrood University > Chemistry > PhD > 2019
Authors:
Mahsa Fakharian [Author], Ali Keivanloo[Supervisor], Mohammad Reza Nabid [Advisor]
Abstarct: Heterocyclic compounds are one of the largest and most diverse families of organic compounds. Nitrogen containing heterocycles play a fundamental role in biological processes, pharmaceutical industry, material science and natural products. In this research work, some nitrogen heterocycles were synthesized via carbon-carbon and carbon-nitrogen coupling reactions in the presence of the palladium catalyst, copper(II) salen complex and a new heterogeneous catalyst baxsed on poly(vinyl choloride) as follow: 1. One-pot synthesis of a new derivatives of 2-alkanol-substituted pyrrolo[2,3-b]quinoxalines from N-alkyl-3-chloroquinoxaline-2-amines and propargylic alcohols through Sonogashira coupling reaction. 2. Multi-component copper-free synthesis of new 1-alkyl-2-(aryloxy)methyl-1H-pyrrolo[2,3-b]quinoxalines from phenol or naphthol derivatives, propargyl bromide and N-alkyl-3-chloroquinoxaline-2-amines catalyzed by palladium catalyst. 3. A novel rout for the copper-free synthesis of 4-methyl-1-(1H-pyrrolo[2,3-b]-quinoxalin-2-yl)cyclohexanols and 2-phenyl-1-(1H-pyrrolo[2,3-b]quinoxalin-2-yl)propan-1- ols from N-alkyl(aryl)-3-chloroquinoxaline-2-amines with calcium carbide and cyclohexanones or 2-phenylpropanal catalyzed by palladium catalyst. 4. Synthesis of a new derivatives of 1,2,3-triazole-lixnked quinoxaline scaffold from 3-propynlthioquinoxaline with aromatic azides using copper(II) salen complex click reactions in aqueous ethanol. 5. Using PVC-supported triazole-copper(II) complex as a new heterogeneous catalyst for the synthesis of 1,2,3-triazoles through click reactions. The structures of all the synthesized compounds were confirmed by the spectroscopic data. A number of synthesized compounds were evaluated for anti-bacterial activities.
Keywords:
#Palladium catalyst #copper-free #Sonogashira coupling #pyrrolo[2 #3-b]quinoxaline #calcium carbide #1 #2 #3-triazoles #poly(vinyl choloride) #anti-bacterial activity. Link
Keeping place: Central Library of Shahrood University
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