Electrochemically promoted C-N bond formation from acetylenic amines and CO2. Synthesis of 5-methylene-1,3-oxazolidin-2-ones

Marta Feroci; Monica Orsini; Giovanni Sotgiu; Leucio Rossi; Achille Inesi

doi:10.1021/jo0511804

Electrochemically promoted C-N bond formation from acetylenic amines and CO2. Synthesis of 5-methylene-1,3-oxazolidin-2-ones

J Org Chem. 2005 Sep 16;70(19):7795-8. doi: 10.1021/jo0511804.

Authors

Marta Feroci¹, Monica Orsini, Giovanni Sotgiu, Leucio Rossi, Achille Inesi

Affiliation

¹ Dip. Ingegneria Chimica, Materiali, Materie Prime e Metallurgia, Università La Sapienza, via Castro Laurenziano, 7, I-00161 Roma, Italy. marta.feroci@uniroma1.it

PMID: 16149819
DOI: 10.1021/jo0511804

Abstract

[reaction: see text] An efficient electrochemical synthesis of 5-methylene-1,3-oxazolidin-2-ones (2a-h) from acetylenic amines (1a-h) and carbon dioxide has been achieved by direct electrolysis of solution of MeCN and Et4NPF6 containing the amine, with subsequent CO2 bubbling and heating. The yields vary from good to excellent, the conditions are mild, and the use of toxic and harmful chemicals and catalysts is avoided.