Azahetereocycles constitute important structural components in many biologically active natural compounds and marketed drugs, and represent the most promising scaffolds in drug discovery. Accordingly, the development of efficient and general synthetic methods for the construction of diverse azaheterocycles is the major goal in synthetic chemistry. Although there have been notable advances in transition metal catalyzed formal [n+2] reaction with alkenes in which the cyclization normally occurred in the vicinal 1,2-position of those alkenes, significantly fewer migratory cycloannulation processes have been reported due to the low reactivity of the unactivated nonconjugated alkenes, unavoidable Heck-type byproducts, and the difficulties for controlling the cyclization position along the carbon chain of the alkenes during the metal migratory process. Herein, we report the efficient construction of a wide range of azaheterocycles via a Pd-catalyzed migratory cycloannulation strategy with unactivated alkenes by overcoming aforementioned limitations. This novel strategy enables the rapid construction of a series of 6-, 7- and 8-membered azaheterocycles in high efficiency, and features broad substrate scope, excellent functional group tolerance under redox-neutral conditions. The significance of this finding is demonstrated by the efficient synthesis of drug-like molecules with high step-economy. Preliminary mechanistic investigations reveal that this reaction underwent a sequentially migratory insertion to alkenes, metal migration process, and the aza-Michael addition to a quinone methide intermediate.