Microwave-Assisted Coupling Reaction of <i>N</i>‑Aryl Sydnones with 2‑Nitromethylenethiazolidine: Unexpected Formation of (<i>Z</i>)‑2-(Nitro((<i>E</i>)‑<i>p</i>‑substitutedphenyldiazenyl)methylene)thiazolidines
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Reaction of N-aryl sydnones with 2-nitromethylenethiazolidine straightforwardly gives rise to the formation of (Z)-2-(nitro((E)-p-substitutedphenyldiazenyl)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.
创建时间:
2014-07-03



