214843-43-3Relevant academic research and scientific papers
The reaction of phenylhydrazine with sterically congested stabilized phosphorus ylides in the presence of silica gel powder in solvent-free conditions: A novel synthesis of fully substituted pyrazole derivatives
Noshiranzadeh, Nader,Ramazani, Ali
scheme or table, p. 1109 - 1115 (2009/04/07)
Reactions of sterically congested stabilized phosphorus ylides with phenylhydrazine in the presence of silica gel powder in solvent-free conditions proceed smoothly at 100°C to afford dialkyl 2-(3,5-dimethyl-1-phenyl-1H- pyrazol-4-yl)-2-butenedioates in good yields. The structures of the products were deduced from their IR, 1H NMR, and 13C NMR spectra. The mass spectra of these compounds displayed molecular ion peaks at the appropriate z values. The 1H NMR (CDCl3) spectra of the compounds show the presence of two estereoisomers (E and Z) for each pyrazoles. The relative population of E and Z isomers were determined via their 1H NMR spectra The reaction is fairly stereoselective. Copyright Taylor & Francis Group, LLC.
One-pot synthesis of sterically congested phosphorus ylides
Yavari, Issa,Islami, Mohammad Reza
, p. 229 - 233 (2007/10/03)
Protonation of the reactive 1:1 intermediates produced in the reaction between triphenylphosphine and dialkyl acetylenedicarboxylates by 1,3-diphenylpropane-1,3-dione leads to vinylphosphonium salts, which undergo Michael addition with the conjugate base of the CH-acid to produce highly functionalized salt-free phosphorus ylides in excellent yields.
