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Updated: May 1, 2026
Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Cyrene Dimethyl Acetal: Potential Alternative Solvent for Pd-Catalyzed Homogeneous Aminocarbonylation of
Attila Takács1,2,3, Nuray Uzunlu Ince2, Zoltán Medgyesi4
1János Szentágothai Research Centre, University of Pécs, Pécs, Hungary.
Abstract:
Two potential biomass-derived Cyrene-based reaction media, i.e., Cyrene dimethyl and diethyl acetals, were synthesized and tested as potential polar aprotic alternatives to fossil-based common N,N-dimethylformamide in aminocarbonylation protocols. New solvents were first characterized by their temperature-dependent physicochemical properties, including vapor pressure, density, viscosity, heat capacity, and surface tension. Based on their characteristics, Cyrene dimethyl acetal (CyDiOMe) was selected and used in the Pd-catalyzed aminocarbonylation of iodobenzene and morpholine as a model reaction for optimization. Under optimized conditions, a wide substrate scope was demonstrated for the synthesis of various carboxamides with high conversion (up to 95%) and selectivity in a short reaction time. Twenty-nine products were isolated, proving the applicability of CyDiOMe in Pd-catalyzed aminocarbonylation.
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