ChemInform Abstract: Ketene-S,N-acetals as Synthetic Intermediates for Heterocycles. New Synthesis of Multisubstituted Pyridine-2-thiones.
Abstract
Coupling of malodinitrile (II) with the ketene-S,N-acetals (I) and (V) yields the β-dicyanomethylene thioamides (III) and (VI) which are cyclized under basic conditions to form the pyridinethiones (IV) or (VII).
ChemInform Abstract
Coupling of malodinitrile (II) with the ketene-S,N-acetals (I) and (V) yields the β-dicyanomethylene thioamides (III) and (VI) which are cyclized under basic conditions to form the pyridinethiones (IV) or (VII). Metalation of (IIIa) with butyllithium yields the intermediate (VIII) which is directly alkylated with the halides (IX) to give the pyridinethiones (X).