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  • Title: A practical approach to semicarbazone and hydrazone derivatives via imino-isocyanates.
    Author: Garland K, Gan W, Depatie-Sicard C, Beauchemin AM.
    Journal: Org Lett; 2013 Aug 16; 15(16):4074-7. PubMed ID: 23902571.
    Abstract:
    Complex hydrazone derivatives can be accessed readily from hydrazones upon heating in the presence of nucleophiles. This reactivity likely involves imino-isocyanate intermediates, and a variety of leaving groups can be used at temperatures ranging from 20 to 150 °C. Alcohols, thiols, primary, and secondary amines can be used as nucleophiles, thus providing a simple alternative to the synthesis of hydrazones via condensation on the parent carbonyl precursor and allowing late-stage derivatization.
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