Green Methodologies for Copper(I)-Catalyzed Azide-Alkyne Cycloadditions: A Comparative Study

• Main Authors: Marissa Trujillo, Clayton Hull-Crew, Andrew Outlaw, Kevin Stewart, Loren Taylor, Laura George, Allison Duensing, Breanna Tracey, Allen Schoffstall
• Format: Article
• Language: English
• Published: MDPI AG 2019-03-01
• Series: Molecules
• Subjects: 1H-1,2,3-triazole; copper-catalyzed azide-alkyne cycloaddition (CuAAC); microwave heating; solvent-free reaction; green chemistry; fluorotriazole
• Online Access: http://www.mdpi.com/1420-3049/24/5/973

Successful copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reactions may be achieved by several methods. In this paper, four synthetic protocols were performed for direct comparison of time required for the synthesis, yield, and purity of the 1H-1,2,3-triazole products. The methods with Cu(I) catalysts were conventional, microwave heating, solvent-free, and a method using glycerol solvent. The compounds synthesized in this paper were known non-fluorinated triazoles and new fluorinated triazoles. The results lead to the conclusion that the microwave method should be strongly considered for CuAAC syntheses.