Enamine-Mediated Azide-Ketone 3+2 Cycloaddition of Azidoperfluoroalkanes

摘要

An effective synthesis of highly functionalized N-perfluoroalkyl-1,2,3-triazoles from azidoperfluoroalkanes has been achieved. In situ generated enamines readily participate in the azide-carbonyl 3 + 2 cycloaddition, providing a facile way to fully substituted triazole frameworks in good to excellent yields. The synthetic value of these triazoles was shown in the synthesis of perfluorinated 1,5-disubstituted triazoles by hydrolysis and decarboxylation.