Microwave-Promoted Syntheses of Quinazolines and Dihydroquinazolines from 2-Aminoarylalkanone O-Phenyl Oximes
Fernando Portela-Cubillo, Jackie S. Scott and John C. Walton*
*School of Chemistry, University of St. Andrews, EaStChem, St. Andrews, Fife KY16 9ST, U.K., Email: jcwst-and.ac.uk
F. Portela-Cubillo, J. S. Scott, J. C. Walton, J. Org. Chem., 2009, 74, 4934-4942.
DOI: 10.1021/jo900629g (free Supporting Information)
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A rapid and convenient free-radical-based synthesis of functionalized quinazolines relies on microwave-promoted reactions of O-phenyl oximes with aldehydes in the presence of ZnCl2. The method worked well with alkyl, aryl, and heterocyclic aldehydes and for a variety of substituents in the benzenic part of the molecule.
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