Journal
TETRAHEDRON LETTERS
Volume 53, Issue 22, Pages 2722-2725Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.03.081
Keywords
Tetrahydroquinazolines; Cycloadditions; 2-Styrylchromones; Pyrimidine ortho-quinodimethane; NMR
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Funding
- University of Aveiro
- Fundacao para a Ciencia e Tecnologia
- FEDER [PEst-C/QUI/UI0062/2011, PRAXIS BD/21362/99]
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The Diels-Alder reaction of (E)-2-styrylchromones with a pyrimidine ortho-quinodimethane is reported for the first time. These cycloaddition reactions afford mixtures of two regioisomeric tetrahydroquinazoline-substituted chromones in moderate to excellent global yields. Irrespective of the substituents on the 2-styrylchromones, the 2-(7-ary1-4-methoxy-2-methy1-5,6,7,8-tetrahydroquinazolin-6-yl)chromone derivatives are always the major isomers. (C) 2012 Elsevier Ltd. All rights reserved.
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