Fused indoline heterocycles are widely found as core components in a large number of biological active alkaloids,natural products and pharmaceuticals.[1] As such, much attention and synthetic efforts have been paid to developing efficient and straightforward methods to construct those molecules based on the cascade annulation of indoles.[2] Herein,we reported an unprecedented Cu(Ⅰ)-catalyzed asymmetric C2,C3-annulation of simple indoles with in situ formed azoalkenes to afford highly functionalized [2,3]-fused indolines bearing contiguous quaternary and tertiary stereogenic centers with excellent diastereoselectivity and enantioselectivity (Scheme 1).Another key feature of the present inverse-electron-demand aza-Diels-Alder reaction is that tetrahydropyridazine moiety was constructed simultaneously,which also constitutes the core structure of numerous pharmaceuticals.