Title of article :
Electrogenerated Cyanomethyl Anion in Organic Synthesis. Synthesis of 1,3-Oxazolidine-2,4-Diones
Author/Authors :
Rossi, Leucio Università degli Studi - Ingegneria Chimica e Materiali - Dipartimento di Chimica, Italy , Feroci, Marta Università La Sapienza - Dipartimento di ICMMPM, Italy , Verdecchia, Mirella Università degli Studi - Dipartimento di Chimica, Ingegneria Chimica e Materiali, Italy , Inesi, Achille Università degli Studi - Dipartimento di Chimica, Ingegneria Chimica e Materiali, Italy
Abstract :
Cyanomethyl and 3-aminocrotonitrile anions, generated by cathodic reduction of CH3CN-Et4NClO4 solution under galvanostatic control are used in combination with gaseous CO2 as an alternative carboxylating reagent for the synthesis of oxazolidine-2,4-diones starting from halo amides. The synthesis has been carried out under mild conditions, avoiding any addition of classical bases, catalysts or toxic and dangerous chemicals. Reaction yields were moderate to very good (43-90%).
Keywords :
Cyanomethyl anion , carbon dioxide , oxazolidine , 2 , 4 , diones , carboxylation
Journal title :
letters in organic chemistry
Journal title :
letters in organic chemistry
