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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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NIAID Data Ecosystem2026-03-08 收录
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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.

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2014-07-03
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