Being compounds with multiple electrophilic centers, cross-conjugated enynones can be involved in various transformations upon treatment with electrophiles, in particular, Lewis and Bronsted acids, providing a convenient access to acyclic and cyclic compounds. This review covers literature data on electrophile-assisted reactions of substrates with cross-conjugated enynone scaffold toward the synthesis of heterocyclic compounds. The information is arranged according to the type of enynone motif, and chemical transformations of 2-(alkyn-1-yl)alk-2-en-1-ones and alk-1-en-4-yn-3-ones are discussed. The bibliography includes 52 sources.