Butynone is an organic compound and the simplest ynone. It is a reagent used in organic synthesis as a dienophile and Michael acceptor.
The triisopropylsilyl derivative of butynone is prepared by oxidation of the corresponding derivative of 2-butynol, itself prepared from TIPS acetylene by deprotonation followed by nucleophilic addition to acetaldehyde.
Butynone was one of the reagents used in the discovery of the BohlmannâÂÂRahtz pyridine synthesis.
Butynone and its derivatives participate in cycloaddition reactions, yielding a variety of heterocycles. The electron-deficient alkyne group participates in the azide-alkyne Huisgen cycloaddition to produce 1,2,3-triazine methyl ketones. [4+2+1] cycloaddition with 1,2-phenylenediamine and furfural derivatives gives benzodiazepine rings.