Continuous-Flow Synthesis of 2H-Azirines and Their Diastereoselective Transformation to Aziridines

Using continuous-flow techniques, a small collection of 2 H -azirines was prepared from oxime precursors via mesylation and base-promoted cyclisation. The 2 H -azirines were either isolated after in-line purification or derivatised into a selection of 2-substituted aziridines through a telescoped reaction sequence involving nitrile, trifluoromethyl, or hydride nucleophilic addition. Importantly, these 2-substituted aziridines were produced with high cis diastereoselectivity providing access to small chiral heterocyclic entities that hold promise for medicinal chemistry programs because of their druglike features.