Alkylative Aziridine Ring-Opening Reactions

In this study, the highly strained three-membered aziridine ring was successfully activated as the aziridinium ion by alkylation of the ring nitrogen with a methyl, ethyl or allyl group, which was followed by ring opening with external nucleophiles such as acetate and azide. Such alkylative aziridine ring opening provides an easy route for the synthesis of various N-alkylated amine-containing molecules with concomitant introduction of an external nucleophile at either its alpha- or beta-position.

Automated summary

The highly strained three-membered aziridine ring was activated as an aziridinium ion through alkylation of the ring nitrogen and subsequent ring opening with external nucleophiles. This method provides an easy route for synthesizing various N-alkylated amine-containing molecules with the introduction of external nucleophiles at either the alpha or beta position.