Direct cyanation, hydrocyanation, dicyanation and cyanofunctionalization of alkynes.

In this review, direct cyanation, hydrocyanation, dicyanation, cyanofunctionalization and other cyanation reactions of alkynes were highlighted. Firstly, the use of nitriles and development of cyanation was simply introduced. After presenting the natural properties of alkynes, cyanation reactions of alkynes were classified and introduced in detail. Transition metal catalysed direct cyanation and hydrocyanation of alkynes gave alkynyl cyanides and alkenyl nitriles in good yields. Dicyanation of alkynes produced 1,2-dicyano adducts. Cyanofunctionalization of alkynes afforded functional cyanated compounds. Thiocyanation and selenocyanation yielded the expected functional vinylthiocyanates and vinylselenocyanates. A plausible reaction mechanism is presented if available.