146881-62-1Relevant articles and documents
Regioselective synthesis of 2(1H)-pyridinones from β-aminoenones and malononitrile. Reaction mechanism
Alberola, Angel,Calvo, Luis A.,Ortega, Alfonso Gonzalez,Ruiz, M. Carmen Sanudo,Yustos, Pedro,Granda, Santiago Garcia,Garcia-Rodriguez, Esther
, p. 9493 - 9498 (1999)
The identification of some intermediates of the reactions between β- aminoenones and malononitrile to give 2(1H)-pyridinones has allowed us to obtain valuable information concerning its mechanism. These reactions begin with a conjugated addition of the nitrile to the enone followed by elimination. The compounds thus obtained cyclize to nonisolable 2H-pyran-2- imine. This afforded 2(1H)-pyridinones by ring opening to unsaturated aminoamides followed by cyclization (Dimroth-type rearrangement).