Fluoroalkyl Azides and Triazoles: Unlocking a Novel Chemical Space

Fluorinated azidoalkanes have emerged recently as novel and surprisingly stable azides. Their easy preparation and commercial availability have opened up new possibilities for their application in organic synthesis. This review is focused on the use of fluorinated azidoalkanes in cycloaddition reactions leading to N-fluoroalkyl-1,2,3-triazoles. It also covers the rhodium-catalyzed and acid-mediated transformations of the triazoles to afford a variety of new N-fluoroalkyl nitrogen heterocycles and N-alkenyl compounds.

Automated summary

Fluorinated azidoalkanes are novel and stable azides that are easily prepared and commercially available, offering new possibilities for their application in organic synthesis. This review focuses on the use of fluorinated azidoalkanes in cycloaddition reactions to produce N-fluoroalkyl-1,2,3-triazoles, as well as the transformations of these triazoles via rhodium-catalysis and acid-mediated reactions to obtain diverse N-fluoroalkyl nitrogen heterocycles and N-alkenyl compounds.