N-Substituted 2-iodobenzamides and enaminones undergo cascade transformations to achieve quinazolinones via a copper-catalyzed Ullmann-type coupling, a Michael addition and a retro-Mannich reaction. A unique stereochemical feature of this domino process was that Z-enaminones reacted without external ligands, whereas E-enaminones required the assistance of ligands.
T. Songsichan, J. Promsuk, V. Rukachaisirikul and J. Kaeobamrung, Org. Biomol. Chem., 2014, 12, 4571 DOI: 10.1039/C4OB00400K
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