Synthesis of New Pyrrolidine-1,2-dicarboxamides and Investigation of Their Activity for the Synthesis of Aminonitriles
Ozge Aydin
Department of Chemistry, Yildiz Technical University, Davutpasa Campus, 34010 Esenler, Istanbul, Turkey
Cigdem Yolacan
Department of Chemistry, Yildiz Technical University, Davutpasa Campus, 34010 Esenler, Istanbul, Turkey
Feray Aydogan *
Department of Chemistry, Yildiz Technical University, Davutpasa Campus, 34010 Esenler, Istanbul, Turkey
*Author to whom correspondence should be addressed.
Abstract
New pyrrolidine-1,2-dicarboxamide derivatives were synthesized by the amidation reactions of some amines, an amino alcohol and an amino acid ester with (S)-1-(phenylcarbamoyl)pyrrolidin-2-carboxylic acid, which was obtained from the reaction of L-proline with phenylisocyanate. Activities of these compounds for the synthesis of aminonitriles have been investigated. The organocatalysts catalyzed the reaction with good yields, while they did not showed any significant asymmetric induction.
Keywords: Pyrrolidine-1, 2-dicarboxamide, α-aminonitrile, Strecker synthesis, organocatalyst