100784-97-2Relevant academic research and scientific papers
Solvent-free thermal and microwave-assisted [3 + 2] cycloadditions between stabilized azomethine ylides and nitrostyrenes. An experimental and theoretical study
Arrieta, Ana,Otaegui, Dorleta,Zubia, Aizpea,Cossio, Fernando P.,Diaz-Ortiz, Angel,De La Hoz, Antonio,Herrero, M. Antonia,Prieto, Pilar,Foces-Foces, Concepcion,Pizarro, Jose L.,Arriortua, Maria I.
, p. 4313 - 4322 (2007)
(Chemical Equation Presented)The stereochemical outcomes observed in the thermal and microwave-assisted [3 + 2] cycloaddition between stabilized azomethine ylides and nitrostyrenes have been analyzed using experimental and computational approaches. It has
The Synthesis and Chemistry of Azolenines. Part 4. Preparation and Rearrangement of some 3,5-Diaryl-2H-pyrrole-2,2-dicarboxylic Esters
Sammes, Michael P.,Chung, Margaret W. L.,Katritzky, Alan R.
, p. 1773 - 1780 (2007/10/02)
Oxidation of diethyl 3,5-diaryl-3,4-dihydro-2H-pyrrole-2,2-dicarboxylates (3) with chloranil in refluxing xylene gives not the 3,5-diaryl-2H-pyrrole-2,2-dicarboxylates (4) as reported by an earlier group, but instead the rearranged, isomeric, 1H-pyrrole-1,2-dicarboxylates (5). 2H-Pyrroles (4) may be obtained from the dihydropyrroles (3) using DDQ in benzene at room temperature; they rearrange to the isomers (5) in boiling xylene via an acyl -sigmatropic shift from carbon to nitrogen, a novel process in the 2H-pyrrole series.Thermal analyses indicate that the rearrangement is concerted with negligible charge separation in the transition state.Other novel 3,5-diaryl-1H-pyrrole-2-carboxylic acid derivatives are described.
