Oxetane and azetidine exhibit significantly lower reactivity compared to their three-membered counterparts, yet they still undergo analogous ring-opening reactions.
Concentrated hydrochloric acid causes azetidine to open when heated.
Nucleophiles readily react with azetidinium ions.
A12166831533438-83-398%
4-(1-(5-(4,5-Dimethyl-1H-pyrazol-3-yl)-2,4-dimethylbenzoyl)azetidin-3-yl)benzonitrileA11778272097262-60-598+%
4-(1-(5-(3,4-Dimethyl-1H-pyrazol-5-yl)-2,4-dimethylbenzoyl)azetidin-3-yl)benzonitrileAn azetidine's reaction with a chloroformate can yield either the dealkylated heterocycle or the ring-opened product (γ-chloroamine).