Microwave-Assisted Domino and Multicomponent Reactions with Cyclic Acylketenes: Expeditious Syntheses of Oxazinones and Oxazindiones

The microwave-assisted Wolff rearrangement of cyclic 2-diazo-1,3-diketones in the presence of aldehydes and primary amines provides a straightforward access to functionalized bi- and pentacyclic oxazinones following an unprecedented three-component domino reaction. Alternatively, in the presence of acyl azides, an efficient Curtius/Wolff/hetero-Diels−Alder sequence allows the direct synthesis of oxazindiones.