17459-44-8Relevant academic research and scientific papers
Formation of Acyl-Substituted Nitrile Ylides by Rh2(OAc)4-Catalyzed Decomposition of α-Diazocarbonyl Compounds in Nitriles
Fukushima, Kazuaki,Ibata, Toshikazu
, p. 3469 - 3482 (1995)
The Rh2(OAc)4-catalyzed reactions of α-diazocarbonyl compounds in nitrile in the presence of dimethyl acetylenedicarboxylate (DMAD) gave oxazole and pyrrole derivatives.The formation of the oxazole derivatives is explained in terms of the 1,5-cyclization of an acyl-substituted nitrile ylide intermediate, and the formation of the pyrrole derivatives is explained by the 1,3-dipolar cycloaddition of the same intermediate with DMAD.The regiochemistry of the cycloaddition of the acyl-substituted nitrile ylide with methyl propiolate showed that the contribution of an allenyl-type resonance structure plays an important role in the acyl-substituted nitrile ylide reaction.
Functionalized cyclobutenes via multicomponent thermal [2 + 2] cycloaddition reactions
Sheldrake, Helen M.,Wallace, Timothy W.,Wilson, Craig P.
, p. 4233 - 4236 (2007/10/03)
(Chemical Equation Presented) Enamine [2 + 2] cycloadditions can be achieved in useful yields simply by stirring a mixture of an aldehyde, diethylamine, a dialkyl fumarate, and potassium carbonate in acetonitrile at 25°C, conditions that are compatible with the presence of a potential leaving group on the β-position of the intermediate enamine. Methylation and elimination of the product cyclobutanes completes a mild nonphotochemical route to functionalized cyclobutenes.
