123534-01-0Relevant articles and documents
Annulation Reactions with Iron(III) Chloride: Oxidation of Imines
Leardini, Rino,Nanni, Daniele,Tundo, Antonio,Zanardi, Giuseppe,Ruggieri, Fabrizio
, p. 1842 - 1848 (1992)
Aromatic imines react with phenylacetylene or styrene in an acetonitrile solution of iron(III) chloride to give quinolines 3 or their tetrahydro derivatives 11 together with variable amounts of products 4 arising from the reduction of the imines.The initial step appears to be a one-electron oxidation to generate iron(II) and an imine radical cation.When the reactions are carried out in the presence of stoichiometric amounts of tetrachloro-p-benzoquinone (chloranil), only quinolines 3 are obtained.