A novel highly stereoselective synthesis of 2,3-disubstituted 3H-quinazoline-4-one derivatives |
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Authors: | Zhichkin Paul Kesicki Edward Treiberg Jennifer Bourdon Lisa Ronsheim Matthew Ooi Hua Chee White Stephen Judkins Angela Fairfax David |
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Institution: | Albany Molecular Research Inc, 21 Corporate Circle, Albany, NY 12212, USA. pavelz@albmolecular.com |
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Abstract: | structure: see text]. An efficient three-step synthesis of chiral 3H-quinazoline-4-one derivatives from commercial materials is disclosed. The Mumm reaction of imidoyl chloride with alpha-amino acids followed by reductive cyclization affords enantiomerically pure (ee >93%) quinazoline-4-ones in good overall yield. A comparison with existing approaches indicates that this method is superior for hindered substrates. |
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