10.1016/S0040-4039(00)95259-6
The research investigates the reaction between dialkyl alkynylphosphonites and pyruvic acid methyl ester in boiling benzene, resulting in the formation of 1,1-dialkoxy-3,6-dimethyl-3,6-di(methoxycarbonyl)-4R-2,7-dioxa-1-phosphabicyclo[3.2.0]hept-4-enes. The study explores the reaction mechanism, which likely begins with a nucleophilic attack of a phosphorus atom on the carbon of a carbonyl group, followed by a series of transformations and additions leading to the formation of the final cyclic products. The compounds formed are a new type of unsaturated heterocycles containing phosphorus. The research also includes the analysis of the products using elemental analysis, 1H NMR, 31P NMR, and X-ray crystallography, confirming the structure and properties of the synthesized compounds.
10.1007/s10870-010-9946-9
The study reports the synthesis and crystal structure determination of 3-hydroxy-4-(4-methoxyphenyl)-5-(2-nitrophenyl)furan-2(5H)-one. The compound was synthesized using pyruvic acid (2-hydroxy-3-(4-methoxyphenyl)acrylic acid) as a starting material, which was converted to methyl pyruvate through a reaction with 1,5-diazabicyclo[5.4.0]undecene (DBU) and methyl iodide in dry DMF. The methyl pyruvate was then reacted with 2-nitrobenzaldehyde in the presence of DBU to form the title compound. The crystal structure was determined using single crystal X-ray diffraction. The compound crystallizes in the monoclinic space group C 2/c. The central furanone ring is nearly coplanar with the p-methoxybenzene ring and forms a dihedral angle of 87.2(1)° with the nitrobenzene ring. Intermolecular hydrogen bonds link pairs of molecules into centrosymmetric dimers, which are further assembled into chains along the [001] direction. The three-dimensional supramolecular architecture is stabilized by weak π–π interactions.