Aziridines are a privileged motif within natural products and organic synthesis. This ring system is electrophilic enabling reaction with a broad range of nucleophiles and access to functionalized amine products. Aziridines have found extensive utility in the total synthesis of alkaloid natural products, as well as their downstream functionalization. Moreover, aziridine natural product analogues have demonstrated potent antitumor, antimicrobial, and antiviral activity. Such properties have made aziridines highly attractive structures for applications within the pharmaceutical industry, for example as covalent inhibitors. Considering their utility in medicinal chemistry, it is interesting to note a general lack of diversity of aziridine structures within the literature (Scheme 1a). Aliphatic and aromatic substituents dominate this space; however, few α-heterocyclic examples have been reported, with N-functionalized examples particularly scarce. This is perhaps due to the requirement of 'activated' nitrogen species (bearing electron-withdrawing groups) used in these methodologies, such as nitrenes. Despite extensive development, few examples of α-heterocyclic aziridines have been reported using transition metal catalysis, electrochemical or flow electrochemical approaches, organocatalysis, or utilising substitution chemistry with sulfur ylides or imines. Scheme 1. (a) Reported syntheses of α-heterocyclic aziridines. (b) Chiral Brønsted acid-catalyzed Michael addition/aziridination. (c) This work: Brønsted acid-catalyzed route to rare α-heterocyclic 1,2-discubstituted aziridines.