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Issue 26, 2014
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Syntheses of quinazolinones from 2-iodobenzamides and enaminones via copper-catalyzed domino reactions

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Abstract

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.

Graphical abstract: Syntheses of quinazolinones from 2-iodobenzamides and enaminones via copper-catalyzed domino reactions

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Publication details

The article was received on 21 Feb 2014, accepted on 15 Apr 2014 and first published on 23 May 2014


Article type: Communication
DOI: 10.1039/C4OB00400K
Citation: Org. Biomol. Chem., 2014,12, 4571-4575
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    Syntheses of quinazolinones from 2-iodobenzamides and enaminones via copper-catalyzed domino reactions

    T. Songsichan, J. Promsuk, V. Rukachaisirikul and J. Kaeobamrung, Org. Biomol. Chem., 2014, 12, 4571
    DOI: 10.1039/C4OB00400K

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