Published January 1, 2014
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Microwave-Assisted Coupling Reaction of N-Aryl Sydnones with 2-Nitromethylenethiazolidine: Unexpected Formation of (Z)-2-(Nitro((E)-p-substitutedphenyldiazenyl)methylene)thiazolidines
Description
Reaction of N-aryl sydnones with 2-nitro-methylenethiazolidine straightforwardly gives rise to the formation of (Z)-2-(nitro((E)-p-substitutedphenyldiazeny1)methylene)thiazolidines in xylene and dimethoxyethane under microwave irradiation. A meaningful and plausible mechanism for this transformation is proposed, which anticipates the extrusion of an aceto-lactone-like moiety before a coupling occurs. The structures of all the new compounds were identified on the basis of the data obtained from the NMR, IR. X-ray diffraction spectra, HRMS measurements, and physical characteristics.
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