Benzoazepinone synthesis

Using the same procedure as for the synthesis of the related five- and six-membered benzolactams, the benzoazepinone derivatives (27) have been synthesized in good yield. This palladium-catalyzed procedure has more recently been extended to the synthesis of a number of antibiotics. A key step in the synthesis of anthramycin, for example, is the palladium-catalyzed insertion of CO into the amine (28). ... 

Santos, L.S. and Pilli, R.A. (2002) The intramolecular Heck reaction and the synthesis of indolizidinone, quinolizidinone and benzoazepinone derivatives. Synthesis, 87-93. 

In 2012, a palladium-catalyzed ring opening of aminocyclopropyl Ugi adducts was presented. Dihydropyridine and benzoazepinone derivatives were produced in moderate yields (Scheme 3.35a). Catellani and co-workers reported a palladium-catalyzed synthesis of substituted phenanthridine derivatives in 2008. Selectively substituted phenanthridine derivatives were obtained by a facile reaction of o-allqrlated aiyl iodides, o-bromoar-enesulfonylanilines and activated olefins in the presence of palladium and norbornene as catalysts. The reaction takes place under mild conditions to give the products in satisfactory yields using readily available starting materials (Scheme 3.35b). 

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