Zirconocene complexes of substituted naphthalynes have been generated in situ and trapped with nitriles to form azametallacycles with excellent regiochemical control. These compounds can be converted into ketones, alpha-iodo ketones, and iodoacylnaphthoquinones with experimentally simple procedures.
“The regiospecific synthesis of polysubstituted naphthalenes and iodo(acyl)naphthoquinones via zirconocene complexes of naphthalynes”, J. Am. Chem. Soc., 1991, 113(1), 258-265.