Enaminones are well known as platform building blocks in organic synthesis. It can be transformed in the form of diverse cascade reactions to build new chemical bonds by means of CH activation/functionalization, CN bond functionalization, CC double bond cleavage, condensation and nucleophilic addition in the carbonyl group etc. As a practical and powerful strategy in organic synthesis and an important branch in the chemistry of enaminone-based organic synthesis, transition metal catalysis has received significant advances in enaminone chemistry. In this review, the research advances in transition metal-catalyzed transformations in N,N-disubstituted enaminones leading to the synthesis of structurally diversified organic products over the past five years are summarized.