Communications

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

R. I. Aminov

Institute of Petrochemistry and Catalysis, Ufa Federal Research Centre of the Russian Academy of Sciences, Ufa, Russian Federation

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.

Keywords: adamantane, 1,2,3-triazoles, azides, click chemistry, ionic liquids, microwave irradiation.

Language: English

DOI: 10.1016/j.mencom.2024.04.030

Bibliographic databases:

•