Synthesis of 1-adamantyl-4-alkyl-1H-1,2,3-triazoles under thermal and microwave conditions

Abstract

Aluminate ionic liquid [Et3NH]+[Al2Cl7]− was found to be an effective catalyst for the reactions of haloadamantanes with trimethylsilyl azide to produce the corresponding azido- adamantanes in 92–98% yields. Using ‘click chemistry’, the thus obtained azidoadamantanes were reacted with terminal alkynes under thermal or microwave conditions to cleanly afford the expected 1,4-disubstituted 1,2,3-triazoles some of which were new.