Volonterio Alessandro, Zanda Matteo
Dipartimento di Chimica, Materiali ed Ingegneria Chimica G. Natta del Politecnico di Milano, C.N.R-Istituto di Chimica del Riconoscimento Molecolare, Sezione A. Quilico, via Mancinelli 7, I-20131 Milano, Italy.
Org Lett. 2007 Mar 1;9(5):841-4. doi: 10.1021/ol063074+. Epub 2007 Feb 7.
[reaction: see text] Condensation between N-alkyl, N'-aryl carbodiimides and malonic acid monoesters leads to a high-yield formation of N-acyl urea derivatives that could be cyclized to C-monosubstituted barbiturates by addition of a suitable base in a one-pot sequential fashion. In the presence of an electrophile, the last step gives rise to a one-pot, three-component sequential synthesis of fully substituted barbiturates.