Formation of zwitterionic salts via three-component reactions of barbituric/thiobarbituric acid, N-heterocyclic compounds and dialkyl acetylenedicarboxylates

Abstract

A simple and efficient one-pot three-component reaction between N-heterocycles and dialkyl acetylenedicarboxylates in the presence barbituric/thiobarbituric acid has been studied. In all cases, new and stable 1,4-diionic compounds were obtained in excellent yields.

One-pot synthesis of stable phosphorus ylides by three-component reaction between arylglyoxals, phosphines and barbituric or Meldrum’s acid

“…[1][2][3][4][5][6] Three-component reaction of triphenylphosphine, electron-deficient acetylene diesters and acidic organic compounds has also been previously reported for synthesis of stable 1,2-and 1,4-phosphorus ylides. 7 In continuation of our previous works on synthesis of phosphorus and nitrogen ylides, 8,9 here we have developed a simple and efficient method for preparation of stable phosphorus ylides by a three-component reaction between arylglyoxals, phosphines, and C-H acidic organic compounds such as Meldrum's acid or barbituric acid.…”