Cu-Catalyzed\nRelay Functionalization of Alkenes: Diverse\nSynthesis of Diazidated Quinazolinones and Polycyclic Imidazoles

A Cu-catalyzed\nrelay process for the preparation of diazidated\nquinazolinone and polycyclic imidazole derivatives in which readily\navailable alkene-tethered substrates undergo an addition/cyclization/C(sp<sup>3</sup>)–H functionalization of alkene sequences with high\nefficiency is described. Various functionalized N-heteropolycyclic\ncompounds were readily prepared in good yields with a broad substrate\nscope. Moreover, the direct azidation of the α-C(sp<sup>3</sup>)–H bond of the corresponding N-heterocycles has been demonstrated\non the basis of mechanistic studies, which provide an alternative\nlate-stage functionalization approach for the derivatization of N-heterocyclic\nscaffolds.