Synthesis of 1,4-benzodiazepinones via palladium-catalysed allene carbopalladation/amination domino sequence

• Aryl iodides are required for a successful outcome of the reaction.
• This Pd-catalysed domino sequence involves a C–C and an N–C bond formation.
• The protection of the amino group was necessary for the Pd-catalysed domino reaction.

Vinyl-substituted 1,4-benzodiazepinones were obtained in good yields (10 examples, 61–82% yield) via the reaction between N-allenyl anthranyl amides and aryl iodides under Pd(0) catalysis. This new single cycle catalytic domino transformation involves a C–C followed by an N–C bond formation.

N-Allenyl anthranyl amides and aryl iodides react to give vinyl-substituted benzodiazepinones. This new Pd-catalysed domino sequence involves a C–C followed by an N–C bond formation.Figure optionsDownload as PowerPoint slide