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.
Presset
Marc
M
Aix-Marseille Université, Institut des Sciences Moléculaires de Marseille, iSm2 - UMR CNRS 6263, Centre Saint Jérôme, Service 531, 13397 Marseille Cedex 20, France.
Coquerel
Yoann
Y
Rodriguez
Jean
J