Hypervalent-Iodine(III)-Mediated Tandem Oxidative Dearomatization/Aziridination of Phenolic Amines: Synthesis of Functionalized Unactivated Aziridines.
Ye-Xing CaoPatamawadee SilalaiChun-Fang LiuKe-Yin YuXu BaoXian-He ZhaoRungnapha SaeengChun-An FanPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2021)
A new hypervalent-iodine(III)-mediated tandem reaction involving oxidative dearomatization and in situ aziridination of phenolic amines is described, providing a mild and effective method for the assembly of structurally interesting and synthetically useful aziridines. Importantly, the densely functionalized aziridines resulting from this unprecedented tandem reaction offer a platform for expeditious access to architecturally diverse aza-heterocycles through transformations initiated by selective ring-opening of aziridines.