The applications of the primary allylamines obtained from the acetyl derivative of
Baylis-Hillman adducts of acrylate for the synthesis of heterocycles using robust
reactions are described. In the first strategy, a one-pot synthesis of 5-benzyl-4(3H)-pyrimidinones have been achieved via N-formylation of the amines in the presence
of neat formamide followed by ammonium formate-mediated cyclization. These pyrimidinones
have been demonstrated to be excellent precursor to the 4-pyridinamine derivatives.
In the second strategy, the synthesis of 2-benzylidene-2,3-dihydropyrrolizin-1-ones
have been accomplished via treatment of allylamine with dimethoxyfuran followed by
saponification and PPA-mediated intramolecular cyclization.
Baylis-Hillman - formamide - N-formylation - primary allyl amine - 4(3H)-pyrimidinone - 4-pyridinamine - 2,3-dihydro-1H-pyrrolizin-1-one
