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Synfacts 2006(1): 0023-0023
DOI: 10.1055/s-2005-921696
DOI: 10.1055/s-2005-921696
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York
Fe(II)-Mediated Synthesis of 5-Carboxy-3-pyrrolin-2-ones
N. Rosas*, P. Sharma, I. Arellano, M. Ramírez, D. Pérez, S. Hernández, A. Cabera
Universidad Nacional Autonoma de Mexico, Mexico
Further Information
Publication History
Publication Date:
16 December 2005 (online)
Significance
The first synthesis of 5-carboxy-3-pyrrolinones by Fe(II)-mediated carbonylative cyclization of ynones in water is reported. Fe(CN)4(CO)2]2-, formed in situ from K4Fe(CN)6, CO and the CN- ion, is proposed as an active precursor. The mechanism as shown, proceeding via β-cyanoenones followed by hydrolysis and cyclization, is suggested with evidence.