Novel Lactam Synthesis by Use of a Combination System of Carbonylation and Nitrogenation
An amide unit was constructed from aryl halide and titanium-isocyanate complex prepared from TiCl4 under atmospheric pressure of molecular nitrogen and carbon monoxide in the presence of a palladium catalyst.With this combination system of carbonylation and nitrogenation, isoindolinone and quinazolinone derivatives were synthesized from o-halophenyl alkyl ketone in one step.The reaction proceeds through the oxidative addition of enol lactone, generated by palladium-catalyzed carbonylation to o-halophenyl alkyl ketone, to titanium-isocyanate complex.