Synthesis and Transformations of Methyl (E)-2-(Acetylamino)-3-cyanoprop-2-enoate und Methyl (E)-2-(Benzoylamino)-3-cyanoprop-2-enoate, Versatile Reagents for the Preparation of Polyfunctional Heterocyclic Systems

Article abstract of DOI:10.1002/hlca.19980810205

Methyl (E)-2-(acetylamino)-3-cyanoprop-2-enoate (2a) and its 2-benzoyl analog 2b were prepared from the corresponding methyl (Z)-2-(acylamino)-3-(dimethylamino)propenoates 1. Multifunctional compounds 2 are versatile synthons for preparation of polysubstituted heterocyclic systems such as pyrroles 4, pyrimidines 5 and 6, pyridazines 7, pyrazoles 8, 9, and 11, and isoxazoles 10.