Using benzylamines as the C4 source of 1,4dihydropyridines (1,4-DHPs), a Cu-catalyzed oxidative [1 + 2 + 1 + 2] cascade cyclization for the synthesis of 1,4-DHPs was firstly developed. A broad range of easily available N,Ndimethyl enaminones and benzylamines are employed smoothly to provide a diverse range of 1,4-DHPs with high efficiency. This method is performed by a one-pot cascade C(sp 3 )À H bond functionalization/C(sp 3 )À N cleavage/cyclization strategy to form simultaneously two C(sp 3 )À C(sp 2 ) bonds, two C(sp 2 )À N bonds, and a 1,4-DHP ring.