Synthesis of 3-(1H-1,2,3-Triazol-1-yl)-2-(arylselanyl)pyridines by Copper-Catalyzed 1,3-Dipolar Cycloaddition of 2-(Arylselanyl)-3-azido-pyridines with Terminal Alkynes
AUTOR(ES)
Schumacher, Ricardo F., Von Laer, Patrick B., Betin, Eduardo S., Cargnelutti, Roberta, Perin, Gelson, Alves, Diego
FONTE
J. Braz. Chem. Soc.
DATA DE PUBLICAÇÃO
2015-11
RESUMO
We present here our results in the synthesis of eleven new 3-(1H-1,2,3-triazol-1-yl)-2-(arylselanyl)pyridines by copper-catalyzed azide-alkyne cycloaddition reactions. The reactions were performed in the presence of catalytic amount of copper(II) acetate and sodium ascorbate using a mixture of tetrahydrofuran/water (1:1) as solvent at room temperature in air. The reaction is tolerant to different functional groups such as substituted-benzene rings, alcohol and ester and none electronic or steric influence was observed. All the products were obtained in good to excellent yields. Alternatively to the conventional oil bath heating, the use of microwave irradiation or ultrasound methods is also presented as alternative energy sources.
Documentos Relacionados
- Synthesis of novel isatin-type 5'-(4-Alkyl/Aryl-1H-1,2,3-triazoles) via 1,3-dipolar cycloaddition reactions
- Ultrasound-Assisted Synthesis of Isatin-Type 5'-(4-Alkyl/Aryl-1H-1,2,3-triazoles) via 1,3-Dipolar Cycloaddition Reactions
- Efficient synthesis of functionalized 1,2,3-triazoles by catalyst-free 1,3-dipolar cycloaddition of nitroalkenes with sodium azide
- Síntese de 1,2,3- triazóis ligados a 1,4- naftoquinona via reação de cicloadição 1,3- dipolar.
- NMR studies on 1,3-dipolar cycloaddition of nitrile oxides to norbornenes