摘要

An unprecedented 6 pi-electrocyclization-aromatization cascade reaction of ynedienamines is described. The electron-rich ynedienamine is converted by gamma-protonation to an electrophilic allenyl iminium species which is susceptible to amine addition generating a highly electron-rich triene intermediate. The 6 pi-electrocyclization is accelerated by three electron-donating substituents in a captodative manner. Subsequent redox-neutral aromatization allows the direct synthesis of 1,3-diaminobenzenes from readily available ynedienamines.