Réactivité dipolaire-1, 3 du 4, 4, 4-trichiloro-3-éthoxycarbonylamino-2-diazobutyrate d'éthyle issu de l'action du diazoacétate d'éthyle sur la N-éthoxycarbonyl-N-(2, 2, …

A Belaissaoui, S Jacquot, C Morpain…

Index: Belaissaoui, Abdelhak; Jacquot, Sandrine; Morpain, Claude; Schmitt, Gerard; Vebrel, Joel; Laude, Bernard Canadian Journal of Chemistry, 1997 , vol. 75, # 5 p. 523 - 530

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Citation Number: 5

Abstract

The reaction of ethyl diazoacetate with the N-ethoxycarbonyl-N-(2, 2, 2-trichloroethylidene) amine yields, by a nucleophilic addition, a new diazo compound that gives 1, 3-dipolar cycloaddition reactions with acetylenic esters and maleimides. With acetylenic esters, the cycloadduct leads to substituted pyrazoles by [1, 5] sigmatropic rearrangements. With maleimides, we observe a diastereospecific cycloaddition reaction. The intermediary ...