Synthesis

One-pot synthesis of γ-diketones, γ-keto esters, and conjugated cyclopentenones from nitroalkanes

R Ballini, L Barboni, G Bosica, D Fiorini

Index: Ballini, Roberto; Barboni, Luciano; Bosica, Giovanna; Fiorini, Dennis Synthesis, 2002 , # 18 p. 2725 - 2728

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Citation Number: 21

Abstract

Abstract Conjugated addition of primary nitroalkanes to α, β-unsaturated ketones or α, β- unsaturated esters, in the presence of two equivalents of DBU, allows the one-pot prepration of γ-diketones or γ-keto esters, respectively. When 2-aryl-1-nitroethane derivatives are employed as starting nitroalkanes in the reaction with α, β-unsaturated ketones, the one-pot formation of cyclopentenones is observed.