Superbase catalysis of oxazolidin-2-one ring formation from carbon dioxide and prop-2-yn-1-amines under homogeneous or heterogenous conditions

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Mirco Costa, Gian Paolo Chiusoli, Davide Taffurelli and Giulio Dalmonego


Abstract

N-alkyl-substituted prop-2-yn-1-amines and N-tri-, tetra- and penta-alkyl-substituted guanidines or other strong organic bases assemble under the action of carbon dioxide to afford carbamates, from which methyleneoxazolidinones 2 are formed by ring closure. If alkyl or cycloalkyl chains of appropriate length are present in the guanidines the reaction readily occurs under heterogenous conditions without solvent.


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