title: A practical approach to semicarbazone and hydrazone derivatives via imino-isocyanates.
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.
authors.affiliation: Center for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, Canada K1N 6N5.
authors.forename: Keira
authors.initials: K
authors.lastname: Garland
authors.forename: Wei
authors.initials: W
authors.lastname: Gan
authors.forename: Charlotte
authors.initials: C
authors.lastname: Depatie-Sicard
authors.forename: André M
authors.initials: AM
authors.lastname: Beauchemin
mesh_terms: D006835:Hydrazones / Q000138:chemical synthesis* / Q000737:chemistry; D007097:Imines / Q000737:chemistry*; D017953:Isocyanates / Q000737:chemistry*; D015394:Molecular Structure; D012664:Semicarbazones / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006835:Hydrazones; D007097:Imines; D017953:Isocyanates; D012664:Semicarbazones