KO(t)Bu-mediated annulation of acetonitrile with aldehyde: synthesis of substituted dihydropyridin-2(1H)-ones, pyridin-2(1H)-ones, and thiopyridin-2(1H)-ones

Chem Commun (Camb). 2015 Jul 25;51(58):11658-61. doi: 10.1039/c5cc02964c. Epub 2015 Jun 23.

Abstract

The KO(t)Bu-mediated annulation of acetonitrile with aldehyde was observed, in which the cleavage of four C(sp(3))-H bonds occurred and a total of eight new bonds were formed during the synthesis of substituted dihydropyridinones in the presence of peroxide. Furthermore, dihydropyridinones have been transformed into pyridinones using KO(t)Bu in DMSO.