Synthesis of heterocycles from alkyl 3-(dimethylamino)propenoates and related enaminones.

Cultivating the Passion to Build Heterocycles from 1,2‐Diaza‐1,3‐dienes: the Force of Imagination

2‐Substituted 3‐dimethylamino‐ and ‐3‐cyanopropenoates in the synthesis of heterocyclic systems

N-Protected (Z)-3-(arylamino)-2,3-dehydroalanine esters 5 and 10 were prepared in one step from methyl (Z)-2-acylamino-3-(dimethylamino)prop-2-enoates 3 and 9 and anilines 4 employing a parallel solution-phase synthetic approach. In most cases, analytically pure products 5 and 10 were obtained. On the other hand, a three-step parallel solid-phase synthesis of 2-acetylamino-4H-azino[1,2-x]pyrimidin-4-ones 15 via the polymer-bound methyl (Z)-2-acetylamino-3-(dimethylamino)prop-2-enoate (12) was also developped.

Parallel solution-phase synthesis of (Z)-3-(arylamino)-2,3-dehydroalanine derivatives and solid-phase synthesis of fused pyrimidones.

The synthesis and transformations of ethyl (Z)-2-[2,2-bis(ethoxycarbonyl)vinyl]amino-3-dimethylaminopropenoate, a new reagent in the synthesis of heterocyclic compounds

Julij Svete

Papers

Transformation of Amines and N-Heteroarylformamidines into Esters of Substituted b-Amino-a,b-dehydro-a-amino Acids