Azetidines and azetines, 4-membered nitrogen containing heterocycles, have the potential for applications in the design of pharmaceuticals and as synthetic building blocks due to the unique properties they possess. Challenges in the synthesis of these strained heterocycles, especially azetines, limit accessibility to these valuable motifs. Previous methods for the synthesis of azetidines, 2-azetines, and 1-azetines utilized visible-light mediated [2+2]-cycloadditions using either an alkene or an alkyne with an oxime. Herein, we report a novel method for the synthesis of 1-azetines via a ruthenium catalyzed elimination using azetidines produced through visible-light mediated [2+2]-cycloadditions.

Ruthenium catalyzed elimination of azetidines to form 1-azetines

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